HERBICIDALLY ACTIVE 3-PHENYLISOXAZOLINE-5-CARBOXAMIDES OF S-CONTAINING CYCLOPENTENYLCARBOXYLIC ESTERS
20220151232 · 2022-05-19
Inventors
- Andreas VAN ALMSICK (Karben, DE)
- Klaus Bernhard HAAF (Kelkheim, DE)
- Guido Bojack (Wiesbaden-Naurod, DE)
- Elisabeth ASMUS (Hoesbach, DE)
- Elmar Gatzweiler (Bad Nauheim, DE)
- Christopher Hugh Rosinger (Hofheim, DE)
Cpc classification
A01N43/80
HUMAN NECESSITIES
International classification
A01N43/80
HUMAN NECESSITIES
Abstract
The invention relates to herbicidally active 3-phenylisoxazoline-5-carboxamides of S-containing cyclopentenylcarboxylic esters of the general formula (I) and their agrochemically acceptable salts
##STR00001##
and to their use in the crop protection sector.
Claims
1. A 3-Phenylisoxazoline-5-carboxamide of S-containing cyclopentenylcarboxylic esters of formula (I) ##STR00028## And/or an agrochemically acceptable salt thereof, in which R.sup.1 and R.sup.2 independently of one another each represent hydrogen, halogen or cyano, or represent (C.sub.1-C.sub.4)-alkyl or (C.sub.1-C.sub.4)-alkoxy, each of which is substituted by m radicals from the group consisting of halogen and cyano; R.sup.3 represents cyano or fluorine, or represents (C.sub.1-C.sub.5)-alkyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.2-C.sub.5)-alkenyl, (C.sub.2-C.sub.5)-alkynyl or (C.sub.1-C.sub.5)-alkoxy, each of which is substituted by m radicals from the group consisting of halogen, cyano, (C.sub.1-C.sub.5)-alkoxy and hydroxy; R.sup.4 represents (C.sub.1-C.sub.12)-alkyl, (C.sub.3-C.sub.7)-cycloalkyl, (C.sub.3-C.sub.7)-cycloalkyl-(C.sub.1-C.sub.8)-alkyl, (C.sub.2-C.sub.8)-alkenyl, (C.sub.5-C.sub.6)-cycloalkenyl, (C.sub.1-C.sub.12)-alkylcarbonyl, di-(C.sub.1-C.sub.12)-alkylaminocarbonyl, (C.sub.1-C.sub.12)-alkylcarbonyl-(C.sub.1-C.sub.12)-alkyl or (C.sub.2-C.sub.8)-alkynyl, each of which is substituted by m radicals from the group consisting of halogen, cyano, (C.sub.1-C.sub.6)-alkoxy, hydroxy and optionally substituted aryl, or represents optionally substituted aryl; Z represents a monounsaturated cyclopentane ring, ##STR00029## where the arrow in each case denotes a bond to the group C═O of the formula (I); X.sup.2, X.sup.4 and X.sup.6 independently of one another each represent hydrogen, halogen or cyano, or represent (C.sub.1-C.sub.2)-alkyl, in each case substituted by m radicals from the group consisting of fluorine, chlorine, bromine and (C.sub.1-C.sub.2)-alkoxy; X.sup.3 and X.sup.5 independently of one another each represent hydrogen, fluorine, chlorine, bromine, iodine, hydroxy, cyano, nitro, S(O)˜ R.sup.5 or CO.sub.2R.sup.5, or represent (C.sub.1-C.sub.3)-alkyl, (C.sub.1-C.sub.3)-alkoxy, (C.sub.3-C.sub.4)-cycloalkyl, (C.sub.2-C.sub.3)-alkenyl or (C.sub.2-C.sub.3)-alkynyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and bromine; R.sup.5 represents (C.sub.1-C.sub.8)-alkyl substituted in each case by m radicals from the group consisting of halogen and cyano; the index m is 0, 1, 2, 3, 4 or 5; the index n is 0, 1 or 2; the index r is 2, 3, 4, 5 or 6; and the index p is 0, 1 or 2.
2. The compound according to claim 1, where R.sup.1 and R.sup.2 independently of one another each represent hydrogen, fluorine, chlorine or cyano, or represent methyl or methoxy, each of which is substituted by m radicals from the group consisting of fluorine and chlorine.
3. The compound according to claim 1, where R.sup.3 represents (C.sub.1-C.sub.3)-alkyl, (C.sub.3-C.sub.4)-cycloalkyl, (C.sub.2-C.sub.3)-alkenyl or (C.sub.1-C.sub.3)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and (C.sub.1-C.sub.2)-alkoxy.
4. The compound according to claim 1, where R.sup.4 represents (C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.3-C.sub.6)-cycloalkyl-(C.sub.1-C.sub.2)-alkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.5-C.sub.6)-cycloalkenyl, (C.sub.1-C.sub.4)-alkylcarbonyl, di-(C.sub.1-C.sub.3)-alkylaminocarbonyl, (C.sub.1-C.sub.2)-alkylcarbonyl-(C.sub.1-C.sub.3)-alkyl or (C.sub.2-C.sub.6)-alkynyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine, bromine, cyano and (C.sub.1-C.sub.4)-alkoxy, or represents optionally substituted phenyl.
5. The compound according to claim 1, where Z represents a group Z-1 to Z-3, where Z-1 to Z-3 have the following meaning: ##STR00030## where the arrow in each case denotes a bond to the group C═O of the formula (I).
6. The compound according to claim, , where X.sup.2, X.sup.4 and X.sup.6 independently of one another each represent hydrogen, fluorine, chlorine, bromine or cyano, or represent methyl or methoxy, each of which is substituted by m radicals from the group consisting of fluorine and chlorine.
7. The compound according to claim 1, where X.sup.3 and X.sup.5 independently of one another each represent hydrogen, fluorine, chlorine, bromine, hydroxy or cyano, or represent (C.sub.1-C.sub.3)-alkyl, (C.sub.1-C.sub.3)-alkoxy, (C.sub.3-C.sub.4)-cycloalkyl, (C.sub.2-C.sub.3)-alkenyl or (C.sub.2-C.sub.3)-alkynyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and bromine.
8. The compound according to claim 1, where X.sup.5 represents methyl or ethyl.
9. The compound according to claim, in which R.sup.1 and R.sup.2 each represent hydrogen; R.sup.3 represents (C.sub.1-C.sub.3)-alkyl, (C.sub.3-C.sub.4)-cycloalkyl, (C.sub.2-C.sub.3)-alkenyl or (C.sub.1-C.sub.3)-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and (C.sub.1-C.sub.2)-alkoxy; R.sup.4 represents (C.sub.1-C.sub.6)-alkyl, (C.sub.3-C.sub.6)-cycloalkyl, (C.sub.3-C.sub.6)-cycloalkyl-(C.sub.1-C.sub.2)-alkyl, (C.sub.2-C.sub.6)-alkenyl, (C.sub.5-C.sub.6)-cycloalkenyl, (C.sub.1-C.sub.4)-alkylcarbonyl, di-(C.sub.1-C.sub.3)-alkylaminocarbonyl, (C.sub.1-C.sub.2)-alkylcarbonyl-(C.sub.1-C.sub.3)-alkyl or (C.sub.2-C.sub.6)-alkynyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine, bromine, cyano and (C.sub.1-C.sub.4)-alkoxy, or represents optionally substituted phenyl; Z represents a group Z-1 to Z-3, where Z-1 to Z-3 have the following meaning: ##STR00031## where the arrow in each case denotes a bond to the group C═O of the formula (I); X.sup.2, X.sup.4 and X.sup.6 independently of one another each represent hydrogen or fluorine; X.sup.3 and X.sup.5 independently of one another each represent hydrogen, fluorine, chlorine, CF.sub.3, CHF.sub.2 or methyl; the index m is 0, 1, 2 or 3; the index r is 2; and the index p is 0 or 2.
10. An herbicidal composition or plant growth-regulating composition, comprising one or more compounds of formula (I) or salts thereof according to claim 1.
11. The herbicidal or plant growth-regulating composition according to claim 10, further comprising a formulation auxiliary.
12. The herbicidal or plant growth-regulating composition according to claim 10, comprising at least one further active compound from the group of insecticides, acaricides, herbicides, fungicides, safeners and/or growth regulators.
13. The herbicidal or plant growth-regulating composition according to claim 11, comprising a safener.
14. The herbicidal or plant growth-regulating composition according to claim 13, in which the safener is selected from the group consisting of mefenpyr-diethyl, cyprosulfamide, isoxadifen-ethyl, cloquintocet-mexyl, benoxacor and dichlormid.
15. A method of controlling one or more unwanted plants, comprising applying an effective amount of at least one compound according to claim 1 a herbicidal composition thereof to the plants and/or to a site of unwanted vegetation.
16. A product comprising one or more compounds according to claim 1 or herbicidal compositions thereof for controlling one or more unwanted plants.
17. The product according to claim 16, wherein the one or more compounds are used for controlling unwanted plants in one or more crops of useful plants.
18. The product according to claim 17, wherein the useful plants are transgenic useful plants.
Description
A. CHEMICAL EXAMPLES
[0307] The NMR data of disclosed examples are listed either in conventional form (δ values, multiplet splitting, number of hydrogen atoms) or as so-called NMR peak lists. In the NMR peak list method, the NMR data of selected examples are recorded in the form of NMR peak lists, where for each signal peak first the a value in ppm and then, separated by a space, the signal intensity are listed. The a value/signal intensity number pairs for different signal peaks are listed with separation from one another by semicolons.
[0308] The peak list for one example therefore takes the form of:
δ.sub.1 (intensity.sub.1); δ.sub.2 (intensity.sub.2); . . . ; δ.sub.i (intensity.sub.i); . . . ; δ.sub.n (intensity.sub.n)
[0309] The intensity of sharp signals correlates with the height of the signals in a printed example of an NMR spectrum in cm and shows the true ratios of the signal intensities. In the case of broad signals, several peaks or the middle of the signal and the relative intensity thereof may be shown in comparison to the most intense signal in the spectrum.
[0310] For calibration of the chemical shift of .sup.1H NMR spectra, we use tetramethylsilane and/or the chemical shift of the solvent, particularly in the case of spectra which are measured in DMSO. Therefore, the tetramethylsilane peak may but need not occur in NMR peak lists.
[0311] The lists of the .sup.1H NMR peaks are similar to the conventional .sup.1H NMR printouts and thus usually contain all peaks listed in a conventional NMR interpretation.
[0312] In addition, like conventional .sup.1H NMR printouts, they may show solvent signals, signals of stereoisomers of the target compounds which are likewise provided by the invention, and/or peaks of impurities.
[0313] In the reporting of compound signals within the delta range of solvents and/or water, our lists of .sup.1H NMR peaks show the standard solvent peaks, for example peaks of DMSO in DMSO-D.sub.6 and the peak of water, which usually have a high intensity on average.
[0314] The peaks of stereoisomers of the target compounds and/or peaks of impurities usually have a lower intensity on average than the peaks of the target compounds (for example with a purity of >90%).
[0315] Such stereoisomers and/or impurities may be typical of the particular preparation process. Their peaks can thus help in identifying reproduction of our preparation process with reference to “by-product fingerprints”.
[0316] An expert calculating the peaks of the target compounds by known methods (MestreC, ACD simulation, but also with empirically evaluated expected values) can, if required, isolate the peaks of the target compounds, optionally using additional intensity filters. This isolation would be similar to the relevant peak picking in conventional 1H NMR interpretation.
[0317] Further details of .sup.1H NMR peak lists can be found in the Research Disclosure Database Number 564025.
[0318] The examples which follow illustrate the invention in detail.
Intermediate 1
Preparation of 3,5-difluoro-N-hydroxybenzenecarboximidoyl chloride
[0319] Analogously to the procedure in WO2012/130798 for 3,5-dichloro-N-hydroxybenzenecarboximidoyl chloride, 3,5-difluoro-N-hydroxybenzenecarboximidoyl chloride was prepared from 3,5-difluorobenzaldehyde in two steps.
Intermediate 2
Preparation of methyl 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate
[0320] Analogously to the procedure in WO2012/130798 for methyl 3-(3,5-dichlorophenyl)-5-methyl-4H-isoxazole-5-carboxylate, methyl 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate was prepared from 3,5-difluorobenzaldehyde in three steps.
Intermediate 3
Preparation of 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid
[0321] Analogously to the procedure in WO2012/130798 for 3-(3,5-dichlorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid, 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid was prepared by hydrolysis of methyl 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate.
Intermediate 4
Preparation of 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carbonyl chloride
[0322] Analogously to the procedure in WO2012/130798 for N-tert-butyl-3-(3,5-dichlorophenyl)-5-methyl-4,5-dihydro-1,2-oxazole-5-carboxamide, 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carbonyl chloride was prepared from 3-(3,5-difluorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid by reaction with oxalyl chloride and used as crude product without further purification.
Intermediate 5
Preparation of methyl 3-(3,5-difluorophenyl)-5-(1-hydroxyethyl)-4H-isoxazole-5-carboxylate
[0323] 19.9 g (104 mmol) of 3,5-difluoro-N-hydroxybenzimidoyl chloride (see Intermediate 1) were dissolved in 330 ml of 2-propanol, and 15.0 g (104 mmol) of methyl 3-hydroxy-2-methylenebutanoate were added. After addition of 43.8 g (522 mmol) of sodium bicarbonate, the suspension was heated to 50° C. and the temperature was maintained for 2 h until complete conversion of the starting material. The suspension was filtered and the filtrate was concentrated under reduced pressure. The resulting residue was taken up in dichloromethane and then washed with saturated sodium chloride solution and the organic phase was dried over sodium sulfate and, after filtration, concentrated under reduced pressure. The crude product thus obtained was taken up in toluene and, by addition of n-heptane, crystallized. This gave 25.5 g (86%) of methyl 3-(3,5-difluorophenyl)-5-(1-hydroxyethyl)-4H-isoxazole-5-carboxylate in the form of colourless crystals.
[0324] Diastereomer 1: .sup.1H NMR (CDCl3): δ=1.20 (d, 3H), 2.36 (d, 1H), 3.52 (d, 1H), 3.72 (d, 1H), 3.83 (s, 3H), 4.34 (m, 1H), 6.88 (m, 1H), 7.20 (m, 2H).
[0325] Diastereomer 2: .sup.1H NMR (CDCl3): δ=1.29 (d, 3H), 2.12 (d, 1H), 3.58 (d, 1H), 3.68 (d, 1H), 3.83 (s, 3H), 4.23 (m, 1H), 6.88 (m, 1H), 7.20 (m, 2H).
Intermediate 6
Preparation of methyl 3-(3,5-difluorophenyl)-5-[1-(trifluoromethylsulfonyloxy)ethyl]-4H-isoxazole-5-carboxylate
[0326] 29.9 g (105 mmol) of methyl 3-(3,5-difluorophenyl)-5-(1-hydroxyethyl)-4H-isoxazole-5-carboxylate in 660 ml of dichloromethane were cooled to 0° C., and 16.3 g (210 mmol) of pyridine were added. A solution of 38.6 g (137 mmol) of trifluoromethanesulfonic anhydride in 80 ml of dichloromethane was then added slowly. After 30 minutes at 0° C., 300 ml of dichloromethane were added and the organic phase was washed three times with in each case 200 ml of a solution of saturated sodium chloride solution and 1 N hydrochloric acid (3:1). The organic phase was then washed twice with saturated sodium chloride solution and dried over sodium sulfate, and the solvent was removed under reduced pressure. The resulting crude product was used in the next step without further purification.
[0327] Diastereomer 1: .sup.1H NMR (CDCl3): δ=1.54 (d, 3H), 3.44 (d, 1H), 3.89 (s, 3H), 3.94 (d, 1H), 5.49 (q, 1H), 6.91 (m, 1H), 7.20 (m, 2H).
[0328] Diastereomer 2: .sup.1H NMR (CDCl3): δ=1.59 (d, 3H), 3.53 (d, 1H), 3.89 (s, 3H), 3.90 (d, 1H), 5.57 (q, 1H), 6.91 (m, 1H), 7.20 (m, 2H).
Intermediate 7
Preparation of methyl 3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carboxylate
[0329] 43.0 g (103 mmol) of the crude product from the previous step (methyl 3-(3,5-difluorophenyl)-5-[1-(trifluoromethylsulfonyloxy)ethyl]-4H-isoxazole-5-carboxylate) were dissolved in 500 ml of dimethylacetamide, and a solution of 18.8 g (124 mmol) of DBU in 50 ml of dimethylacetamide was added dropwise over 20 minutes. The reaction mixture was stirred at room temperature for 2 h and then poured onto 1 l of ice-cooled 2 N hydrochloric acid and extracted twice with 500 ml of diethyl ether each time. The combined organic phases were dried over sodium sulfate, filtered and concentrated under reduced pressure. After chromatographic purification on silica gel using the mobile phase dichloromethane, the crude product was crystallized from cyclohexane. This gave 23.4 g (85%) of colourless crystals.
[0330] .sup.1H NMR (CDCl3): δ=3.34 (d, 1H), 3.84 (s, 3H), 3.93 (d, 1H), 5.38 (d, 1H), 5.55 (d, 1H), 6.14 (dd, 1H), 6.88 (m, 1H), 7.19 (m, 2H).
Intermediate 8
Preparation of 3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carboxylic acid
[0331] 21 ml of 2 N aqueous sodium hydroxide solution were added to 7.5 g (28.0 mmol) of methyl 3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carboxylate and the mixture was heated at reflux for 8 h. After cooling, the reaction mixture was washed with ethyl acetate, the aqueous phase was acidified to pH 1 with 2 N hydrochloric acid and the colourless precipitate was filtered off and air-dried. The yield was 6.8 g (96%).
[0332] 1H NMR (CDCl3): δ=3.40 (d, 1H), 3.92 (d, 1H), 5.00 (dd, 1H), 5.45 (d, 1H), 5.63 (d, 1H), 6.16 (dd, 1H), 6.87-6.93 (m, 1H), 7.16-7.21 (m, 2H).
Intermediate 9
Preparation of 3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl chloride
[0333] 2.70 g (10.6 mmol) of 3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carboxylic acid were added to 45 ml of dichloromethane, and three drops of dimethylformamide (DMF) followed by 2.03 g (15.9 mmol) of oxalyl chloride were then added. A vigorous evolution of gas was observed. The mixture was stirred at room temperature for 6 h and solvent and excess oxalyl chloride were then evaporated under reduced pressure. The resulting crude product was used in the next step without further purification.
Intermediate 10
Preparation of 3-fluoro-N-hydroxybenzenecarboximidoyl chloride
[0334] Analogously to the procedure in WO2012/130798 for 3,5-dichloro-N-hydroxybenzenecarboximidoyl chloride, 3-fluoro-N-hydroxybenzenecarboximidoyl chloride was prepared in two steps from 3-fluorobenzaldehyde.
Intermediate 11
Preparation of methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate
[0335] Analogously to the procedure in WO2012/130798 for methyl 3-(3,5-dichlorophenyl)-5-methyl-4H-isoxazole-5-carboxylate, methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate was prepared from 3-fluorobenzaldehyde in three steps.
Intermediate 12
Preparation of 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid
[0336] Analogously to the procedure in WO2012/130798 for 3-(3,5-dichlorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid, 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid was prepared by hydrolysis of methyl 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylate.
Intermediate 13
Preparation of methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride
[0337] Methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride can be prepared from commercially available “Vince lactam” (1S,4R)-2-azabicyclo[2.2.1]hept-5-en-3-one analogously to the method described by Marco D. Migliore et al.: J. Med. Chem. 2007, 50, 6485-6492.
Intermediate 14
Preparation of methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride
[0338] Methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride can be prepared from commercially available “Vince lactam” (1R,4S)-2-azabicyclo[2.2.1]hept-5-en-3-one by the method described by Marco D. Migliore et al.: J. Med. Chem. 2007, 50, 6485-6492.
Intermediate 15
Preparation of methyl (4R)-4-aminocyclopent-1-ene-1-carboxylate hydrochloride
[0339] Methyl (4R)-4-aminocyclopent-1-ene-1-carboxylate hydrochloride can be prepared proceeding from Intermediate 13 analogously to the method described by M. E. B. Smith et al.: Tetrahedron Letters 42 (2001) 1347-1350.
Intermediate 16
Preparation of methyl (4S)-4-aminocyclopent-1-ene-1-carboxylate hydrochloride
[0340] Methyl (4S)-4-aminocyclopent-1-ene-1-carboxylate hydrochloride can be prepared proceeding from Intermediate 14 by the method described by M. E. B. Smith et al.: Tetrahedron Letters 42 (2001) 1347-1350.
Intermediate 17
Preparation of methyl (1R,4S)-4-[[[3-(3-fluorophenyl)-5-methyl-4H-1,2-oxazol-5-yl]carbonyl]amino]cyclopent-2-ene-1-carboxylate
[0341] 200 mg (0.90 mmol) of 3-(3-fluorophenyl)-5-methyl-4H-isoxazole-5-carboxylic acid and 154 mg (0.99 mmol) of 86% pure 1-hydroxybenzotriazole (HOBt) were stirred together in 10 ml of dichloromethane at room temperature for 30 min. 175 mg (0.99 mmol) of methyl (1R,4S)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride, 343 mg (1.79 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDAC) and 347 mg (2.69 mmol) of N,N-diisopropylethylamine (DIPEA, “Hünig's base”) were then added in succession and the mixture was stirred at room temperature for 16 h.
[0342] The reaction mixture was then washed with 0.5M hydrochloric acid and the organic phase was separated off, dried over sodium sulfate and concentrated under reduced pressure. The evaporation residue was chromatographed on silica gel (mobile phase: ethyl acetate/n-heptane). This gave 290 mg (91%) of the title compound.
Intermediate 18
Preparation of (1R,4S)-4-[[[3-(3-fluorophenyl)-5-methyl-4H-1,2-oxazol-5-yl]carbonyl]amino]cyclopent-2-ene-1-carboxylic acid
[0343] 270 mg (0.78 mmol) of methyl (1R,4S)-4-[[[3-(3-fluorophenyl)-5-methyl-4H-1,2-oxazol-5-yl]carbonyl]amino]cyclopent-2-ene-1-carboxylate were dissolved in 4 ml of tetrahydrofuran and cooled to 0° C. A solution of 156 mg (3.90 mmol) of sodium hydroxide in 4 ml of water was then added dropwise to this solution, which was then allowed to warm to room temperature. After 3 h, the mixture was diluted with water and acidified with 2M hydrochloric acid.
[0344] The mixture was extracted with ethyl acetate and the organic phase was separated off, dried over sodium sulfate and concentrated under reduced pressure. The evaporation residue was chromatographed on silica gel (mobile phase: ethyl acetate/n-heptane). This gave 190 mg (72%) of the title compound.
[0345] Analogues of Intermediates 1-12, 17 and 18 detailed here with other radicals for R.sup.1-R.sup.3 and X.sup.2—X.sup.6 can be synthesized by the methods described here or further methods described in the scientific literature.
[0346] Intermediates 2, 3, 7, 8, 11 and 12 are obtained as racemates. They and their analogues with other radicals for R.sup.1-R.sup.3 and X.sup.2—X.sup.6 can be separated chromatographically with the aid of suitable chiral columns, for example Chiralcel® OD or CHIRALPAK® IC™
Example I-033
Preparation of 2-methylsulfanylethyl (1S,4R)-4-[[3-(3-chloro-5-fluorophenyl)-5-(trifluoromethyl)-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate
1. (1S,4R)-4-[[3-(3-Chloro-5-fluorophenyl)-5-(trifluoromethyl)-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carbonyl chloride
[0347] 610 mg (1.45 mmol) of (1S,4R)-4-[[3-(3-chloro-5-fluorophenyl)-5-(trifluoromethyl)-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylic acid was dissolved in 20 ml of CH.sub.2Cl.sub.2, and 0.19 ml (2.17 mmol) of oxalyl chloride was added. The reaction mixture was stirred at room temperature for 18 h and then concentrated on a rotary evaporator. The crude acid chloride was converted further without further purification.
2. 2-Methylsulfanylethyl (1S,4R)-4-[[3-(3-chloro-5-fluorophenyl)-5-(trifluoromethyl)-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carboxylate (I-033)
[0348] 106.91 mg (1.16 mmol) of 2-methylsulfanylethanol was dissolved in 20 ml of CH.sub.2Cl.sub.2, and 127.37 mg (0.29 mmol) of (1S,4R)-4-[[3-(3-chloro-5-fluorophenyl)-5-(trifluoromethyl)-4H-isoxazole-5-carbonyl]amino]cyclopent-2-ene-1-carbonyl chloride dissolved in 20 ml of CH.sub.2Cl.sub.2 was added dropwise. The reaction mixture was stirred at room temperature for 18 h and then concentrated on a rotary evaporator. The residue was chromatographed on silica gel (mobile phase: ethyl acetate/n-heptane). This gave 102 mg (70%) of the title compound.
TABLE-US-00006 TABLE 2 Analytical data of Examples I-01-I-051 (see Tables 1.1-1.4) I-01: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2627 (14.7); 7.1924 (0.8); 7.1870 (0.8); 7.1803 (2.0); 7.1746 (2.3); 7.1713 (1.7); 7.1638 (2.2); 7.1607 (2.9); 7.1549 (1.8); 7.1472 (1.1); 7.1417 (0.9); 6.9026 (0.7); 6.8864 (1.0); 6.8808 (1.4); 6.8751 (0.7); 6.8641 (0.9); 6.8589 (0.8); 5.9685 (0.6); 5.9627 (0.6); 5.9547 (1.0); 5.9511 (1.2); 5.9490 (1.2); 5.9456 (1.1); 5.9318 (1.1); 5.9267 (1.9); 5.9213 (1.1); 5.9187 (1.2); 5.9129 (1.3); 5.9075 (0.6); 5.9052 (0.6); 5.3009 (6.2); 5.0257 (0.7); 5.0049 (0.5); 4.5920 (1.4); 4.5896 (1.4); 4.5751 (2.8); 4.5602 (1.6); 4.1572 (0.7); 4.1442 (0.6); 4.1311 (0.7); 3.8186 (2.3); 3.7857 (1.2); 3.7754 (2.7); 3.7425 (1.3); 3.5507 (0.7); 3.3700 (0.8); 3.3551 (1.4); 3.3462 (0.9); 3.3397 (0.9); 3.3312 (1.6); 3.3166 (0.8); 3.2236 (0.6); 3.2103 (0.6); 3.1977 (3.7); 3.1545 (2.8); 3.1303 (0.8); 3.1116 (0.9); 3.1059 (1.1); 3.0872 (3.3); 3.0685 (3.4); 3.0498 (1.1); 2.5438 (0.5); 2.5224 (1.0); 2.5088 (0.8); 2.5012 (0.6); 2.4967 (0.6); 2.4873 (1.1); 2.4661 (0.6); 1.9177 (0.7); 1.9076 (1.1); 1.8977 (0.6); 1.8826 (0.7); 1.8724 (1.1); 1.8626 (0.5); 1.7126 (16.0); 1.4471 (1.4); 1.4429 (4.4); 1.4284 (2.8); 1.4242 (9.0); 1.4097 (1.5); 1.4054 (4.3); −0.0002 (19.1); −0.0085 (0.7) I-02: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2620 (11.9); 7.1944 (0.7); 7.1824 (2.1); 7.1769 (2.4); 7.1624 (2.8); 7.1571 (1.9); 7.1508 (0.5); 7.1449 (0.5); 6.8961 (0.8); 6.8801 (0.8); 6.8743 (1.4); 6.8686 (0.8); 6.8526 (0.7); 5.9823 (0.7); 5.9779 (0.8); 5.9723 (0.7); 5.9685 (1.0); 5.9643 (1.2); 5.9588 (0.9); 5.9046 (1.0); 5.8991 (1.8); 5.8934 (1.0); 5.8853 (1.2); 5.8798 (0.6); 5.0178 (0.7); 4.2865 (2.8); 4.2690 (5.6); 4.2516 (2.9); 3.7972 (2.6); 3.7541 (3.0); 3.5317 (0.6); 3.5170 (0.6); 3.1954 (3.0); 3.1522 (2.6); 2.7909 (2.9); 2.7735 (5.6); 2.7561 (2.8); 2.7503 (0.5); 2.6112 (1.5); 2.5927 (4.6); 2.5742 (4.7); 2.5659 (0.5); 2.5558 (1.6); 2.5266 (0.6); 2.5055 (1.2); 2.4915 (0.8); 2.4844 (0.7); 2.4705 (1.3); 2.4493 (0.6); 1.9015 (0.7); 1.8916 (1.2); 1.8817 (0.6); 1.8664 (0.6); 1.8566 (1.1); 1.8467 (0.6); 1.7115 (16.0); 1.2925 (0.6); 1.2858 (5.0); 1.2740 (1.1); 1.2673 (9.9); 1.2555 (0.8); 1.2488 (4.9); −0.0002 (15.5); −0.0084 (0.6) I-03: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.2612 (43.4); 7.1894 (1.0); 7.1835 (2.1); 7.1779 (2.4); 7.1741 (1.9); 7.1675 (2.1); 7.1637 (2.7); 7.1580 (2.1); 7.1459 (0.7); 6.8957 (0.8); 6.8799 (0.9); 6.8741 (1.6); 6.8683 (0.8); 6.8524 (0.8); 5.9797 (0.7); 5.9738 (0.8); 5.9698 (0.7); 5.9661 (0.9); 5.9599 (1.1); 5.9561 (1.0); 5.9004 (1.0); 5.8949 (1.7); 5.8893 (1.0); 5.8811 (1.2); 5.8757 (0.7); 5.0168 (0.6); 4.2625 (2.8); 4.2447 (4.9); 4.2269 (2.8); 3.7954 (2.6); 3.7523 (3.1); 3.7207 (3.6); 3.7058 (6.5); 3.6908 (3.8); 3.6295 (0.8); 3.6234 (0.6); 3.6093 (0.7); 3.6057 (1.3); 3.5887 (1.2); 3.5234 (0.6); 3.5155 (0.5); 3.1942 (2.8); 3.1511 (2.5); 2.8919 (0.8); 2.8713 (0.6); 2.8514 (0.8); 2.8045 (0.8); 2.7962 (2.7); 2.7865 (0.8); 2.7780 (7.9); 2.7626 (6.7); 2.7479 (3.3); 2.7414 (0.8); 2.7236 (1.1); 2.7060 (0.9); 2.6863 (1.1); 2.6762 (1.1); 2.6596 (1.1); 2.6505 (0.9); 2.5238 (0.6); 2.5026 (1.1); 2.4888 (0.8); 2.4815 (0.7); 2.4677 (1.2); 2.4466 (0.6); 2.0669 (1.1); 1.9809 (2.1); 1.9591 (3.1); 1.8962 (0.9); 1.8861 (1.3); 1.8760 (0.8); 1.8610 (0.7); 1.8510 (1.2); 1.8410 (0.8); 1.7929 (2.2); 1.7674 (2.7); 1.7546 (3.2); 1.7352 (2.2); 1.7264 (0.9); 1.7102 (16.0); 1.6284 (1.4); 1.6115 (1.2); 1.3497 (1.1); 1.3299 (3.1); 1.3045 (4.7); 1.2814 (3.9); 1.2599 (2.0); 0.0079 (1.6); −0.0002 (58.0); −0.0085 (2.2) I-04: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2628 (21.2); 7.1847 (2.2); 7.1790 (2.8); 7.1683 (1.8); 7.1647 (2.6); 7.1590 (2.2); 7.1469 (0.7); 6.8954 (0.5); 6.8895 (0.9); 6.8735 (1.0); 6.8678 (1.7); 6.8619 (0.8); 6.8518 (0.5); 6.8460 (0.9); 5.9797 (0.7); 5.9736 (0.8); 5.9696 (0.7); 5.9659 (0.9); 5.9620 (1.1); 5.9599 (1.1); 5.9559 (0.9); 5.8894 (1.0); 5.8838 (1.7); 5.8781 (1.0); 5.8700 (1.3); 5.8644 (0.7); 5.0078 (0.6); 4.4299 (0.7); 4.3483 (0.5); 4.2679 (2.8); 4.2515 (6.0); 4.2351 (2.9); 4.2059 (0.9); 3.8377 (2.1); 3.8338 (0.7); 3.8239 (3.1); 3.8096 (2.3); 3.7943 (2.7); 3.7511 (3.1); 3.5244 (0.6); 3.5170 (0.5); 3.5134 (0.5); 3.2389 (0.8); 3.2239 (0.8); 3.2080 (1.1); 3.1919 (5.2); 3.1742 (5.5); 3.1577 (2.4); 3.1494 (2.6); 3.1370 (2.4); 3.1305 (0.6); 3.1227 (3.1); 3.1090 (2.1); 3.0284 (14.0); 3.0079 (11.6); 3.0033 (11.4); 2.9072 (2.4); 2.5185 (0.6); 2.4975 (1.1); 2.4836 (0.8); 2.4764 (0.7); 2.4625 (1.3); 2.4415 (0.6); 1.9012 (0.7); 1.8908 (1.2); 1.8808 (0.6); 1.8660 (0.6); 1.8560 (1.0); 1.8457 (0.6); 1.7459 (0.8); 1.7295 (2.6); 1.7101 (16.0); 0.0079 (1.0); −0.0002 (28.2); −0.0085 (0.7) I-05: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2613 (26.8); 7.1849 (1.8); 7.1793 (2.2); 7.1760 (1.7); 7.1651 (2.5); 7.1594 (2.0); 6.8936 (0.7); 6.8776 (0.7); 6.8719 (1.3); 6.8660 (0.7); 6.8502 (0.6); 5.9415 (4.5); 5.0138 (0.6); 5.0049 (0.6); 4.3801 (0.7); 4.2317 (0.5); 4.2156 (1.2); 4.2115 (0.6); 4.1995 (0.9); 4.1944 (1.7); 4.1905 (1.2); 4.1779 (2.5); 4.1746 (2.3); 4.1619 (1.2); 4.1587 (1.1); 3.7979 (0.5); 3.7874 (2.0); 3.7548 (0.6); 3.7442 (2.3); 3.7297 (0.5); 3.7181 (0.6); 3.7086 (0.5); 3.2079 (0.9); 3.1994 (2.6); 3.1955 (1.0); 3.1918 (0.8); 3.1734 (1.3); 3.1709 (1.3); 3.1568 (4.1); 3.1446 (0.8); 3.1414 (1.8); 2.7644 (0.6); 2.7433 (0.6); 2.5633 (1.1); 2.5458 (1.4); 2.5337 (0.6); 2.5283 (1.1); 2.5126 (1.0); 2.4984 (0.7); 2.4917 (0.5); 2.4775 (0.9); 1.8577 (0.5); 1.8482 (0.9); 1.8408 (0.7); 1.8130 (0.7); 1.7925 (0.8); 1.7283 (1.7); 1.7234 (1.7); 1.7156 (11.4); 1.7124 (7.6); 1.2149 (2.8); 1.2033 (3.1); 1.1976 (3.1); 1.1946 (3.6); 1.1862 (3.8); 1.1770 (3.8); 1.1713 (16.0); 1.1642 (1.9); 1.1610 (1.3); 1.1538 (15.1); 1.1464 (1.2); 1.1356 (1.8); 1.1181 (1.6); 0.0079 (0.9); −0.0002 (36.2); −0.0085 (1.2) I-06: .sup.1H-NMR(599.7 MHz, CDCl3): δ = 7.2615 (31.8); 7.1724 (9.0); 7.1622 (12.3); 7.1507 (4.8); 6.8971 (0.5); 6.8846 (2.9); 6.8703 (4.8); 6.8559 (2.2); 6.7583 (0.6); 6.7464 (0.6); 5.9889 (0.8); 5.9757 (4.3); 5.9662 (4.9); 5.8983 (5.4); 5.8945 (4.3); 5.8891 (4.3); 5.8670 (0.9); 5.8633 (0.7); 5.8578 (0.8); 5.0941 (0.5); 5.0139 (3.1); 5.0001 (1.6); 4.3242 (0.4); 4.3131 (0.5); 4.3007 (8.1); 4.2893 (16.2); 4.2780 (8.3); 4.2623 (1.4); 4.2509 (2.8); 4.2396 (1.4); 3.7941 (1.7); 3.7880 (8.0); 3.7760 (0.3); 3.7653 (1.9); 3.7593 (8.8); 3.7324 (0.5); 3.5289 (2.8); 3.5185 (2.8); 3.1904 (1.7); 3.1829 (8.3); 3.1616 (1.6); 3.1542 (7.6); 2.7731 (0.6); 2.7552 (8.3); 2.7439 (16.0); 2.7325 (8.0); 2.7184 (1.5); 2.7070 (2.8); 2.6957 (1.4); 2.6727 (0.4); 2.6648 (0.4); 2.6592 (0.4); 2.6506 (0.6); 2.6414 (0.4); 2.6357 (0.4); 2.6274 (0.4); 2.5148 (1.9); 2.5007 (3.8); 2.4914 (2.4); 2.4867 (2.2); 2.4774 (4.0); 2.4633 (2.0); 2.1674 (1.4); 2.1546 (1.9); 2.1451 (50.0); 2.1346 (8.8); 1.8980 (2.2); 1.8916 (4.0); 1.8851 (2.2); 1.8747 (2.0); 1.8683 (3.7); 1.8618 (2.0); 1.8399 (0.4); 1.8323 (0.4); 1.8252 (0.4); 1.8168 (0.8); 1.8091 (0.4); 1.8018 (0.4); 1.7945 (0.4); 1.7805 (0.4); 1.7364 (0.8); 1.7233 (1.7); 1.7146 (10.1); 1.7082 (46.5); 1.5981 (0.8); −0.0001 (10.4) I-07: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.3244 (12.7); 7.3147 (22.0); 7.3034 (1.3); 7.2740 (1.2); 7.2601 (18.5); 7.2526 (1.5); 7.2466 (1.6); 7.2397 (1.0); 7.2351 (0.7); 7.1953 (0.8); 7.1898 (0.7); 7.1772 (2.2); 7.1717 (2.7); 7.1607 (1.5); 7.1573 (2.3); 7.1517 (1.8); 6.8900 (0.8); 6.8740 (0.9); 6.8683 (1.5); 6.8626 (0.7); 6.8465 (0.7); 5.9667 (0.7); 5.9609 (0.9); 5.9569 (0.7); 5.9531 (1.0); 5.9471 (1.2); 5.9432 (1.0); 5.8999 (1.0); 5.8944 (1.8); 5.8889 (1.0); 5.8806 (1.2); 5.8750 (0.6); 5.0152 (0.6); 4.2399 (2.7); 4.2228 (5.8); 4.2059 (2.8); 3.7950 (2.8); 3.7609 (0.9); 3.7517 (3.8); 3.7445 (11.0); 3.7291 (14.6); 3.6918 (4.0); 3.6770 (7.5); 3.6622 (4.3); 3.5202 (0.7); 3.5002 (0.7); 3.1922 (2.9); 3.1490 (2.6); 2.6774 (2.9); 2.6598 (7.3); 2.6437 (9.9); 2.6291 (4.1); 2.5177 (0.6); 2.4965 (1.2); 2.4827 (0.8); 2.4754 (0.7); 2.4615 (1.2); 2.4404 (0.6); 1.8980 (0.8); 1.8881 (1.3); 1.8784 (0.8); 1.8630 (0.7); 1.8531 (1.2); 1.8433 (0.7); 1.7226 (0.6); 1.7088 (16.0); 0.0079 (0.6); −0.0002 (22.4); −0.0085 (0.7) I-08: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2614 (14.0); 7.1831 (1.6); 7.1775 (1.9); 7.1632 (2.2); 7.1576 (1.6); 6.8955 (0.6); 6.8797 (0.6); 6.8739 (1.2); 6.8681 (0.6); 6.8521 (0.6); 5.9814 (0.5); 5.9755 (0.7); 5.9715 (0.6); 5.9676 (0.8); 5.9618 (0.9); 5.9578 (0.8); 5.9021 (0.7); 5.8966 (1.4); 5.8909 (0.8); 5.8828 (1.0); 5.8772 (0.5); 5.0150 (0.5); 4.2756 (2.2); 4.2581 (4.2); 4.2405 (2.2); 3.7961 (2.1); 3.7529 (2.4); 3.7278 (0.5); 3.7130 (1.0); 3.6983 (0.6); 3.1948 (2.4); 3.1516 (2.1); 2.7629 (2.2); 2.7453 (4.2); 2.7368 (0.7); 2.7278 (2.2); 2.7219 (1.1); 2.7072 (0.6); 2.5037 (0.9); 2.4898 (0.6); 2.4826 (0.6); 2.4687 (1.0); 2.4515 (4.7); 2.4343 (5.3); 2.4213 (1.2); 2.4041 (1.2); 1.8992 (0.6); 1.8892 (1.0); 1.8793 (0.5); 1.8541 (0.8); 1.8444 (0.6); 1.8112 (0.9); 1.7944 (1.1); 1.7776 (0.9); 1.7108 (13.0); 1.0081 (3.6); 1.0009 (0.8); 0.9952 (16.0); 0.9918 (5.4); 0.9858 (1.2); 0.9786 (15.5); −0.0002 (18.2); −0.0085 (0.7) I-09: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.3060 (1.7); 7.3018 (1.6); 7.2926 (1.9); 7.2886 (2.1); 7.2843 (2.5); 7.2709 (2.2); 7.2668 (1.6); 7.2612 (14.4); 7.2062 (0.6); 7.1881 (0.7); 7.1825 (0.8); 7.1760 (1.9); 7.1703 (2.1); 7.1670 (1.5); 7.1594 (1.4); 7.1561 (2.1); 7.1504 (1.8); 7.0282 (3.4); 7.0229 (1.0); 7.0117 (1.3); 7.0065 (6.1); 7.0013 (1.2); 6.9901 (1.0); 6.9848 (2.8); 6.8921 (0.8); 6.8761 (0.8); 6.8704 (1.5); 6.8648 (0.8); 6.8487 (0.8); 5.9659 (0.6); 5.9622 (0.7); 5.9599 (0.7); 5.9561 (0.6); 5.9521 (0.9); 5.9484 (1.0); 5.9460 (1.0); 5.9424 (0.9); 5.9069 (1.0); 5.9015 (1.8); 5.8959 (1.0); 5.8877 (1.1); 5.8822 (0.6); 5.0161 (0.6); 4.2432 (2.5); 4.2260 (5.3); 4.2089 (2.6); 3.7998 (2.5); 3.7566 (3.0); 3.7413 (1.0); 3.7192 (7.2); 3.7081 (4.8); 3.6908 (3.5); 3.6759 (2.0); 3.5174 (0.7); 3.5118 (0.5); 3.5090 (0.5); 3.5025 (0.5); 3.1969 (2.9); 3.1537 (2.6); 2.6681 (2.6); 2.6509 (7.0); 2.6355 (4.3); 2.6209 (1.9); 2.5178 (0.6); 2.4968 (1.1); 2.4828 (0.8); 2.4756 (0.6); 2.4617 (1.2); 2.4406 (0.6); 1.9000 (0.6); 1.8905 (1.1); 1.8809 (0.6); 1.8649 (0.5); 1.8554 (0.9); 1.8457 (0.5); 1.7109 (16.0); 0.0079 (0.5); −0.0002 (18.4); −0.0085 (0.6) I-10: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2636 (5.7); 7.1827 (1.8); 7.1772 (2.0); 7.1739 (1.3); 7.1627 (2.2); 7.1572 (1.6); 6.8956 (0.6); 6.8797 (0.7); 6.8739 (1.2); 6.8681 (0.6); 6.8522 (0.6); 5.9814 (0.6); 5.9775 (0.7); 5.9715 (0.6); 5.9676 (0.8); 5.9636 (0.9); 5.9617 (0.9); 5.9578 (0.8); 5.9024 (0.8); 5.8969 (1.5); 5.8912 (0.8); 5.8831 (1.0); 5.8775 (0.6); 4.2742 (2.3); 4.2565 (4.4); 4.2387 (2.4); 3.7962 (2.2); 3.7531 (2.5); 3.1952 (2.4); 3.1520 (2.1); 2.9910 (1.0); 2.9743 (1.4); 2.9575 (1.1); 2.7982 (2.4); 2.7805 (4.4); 2.7628 (2.4); 2.5250 (0.5); 2.5039 (1.0); 2.4900 (0.6); 2.4828 (0.6); 2.4689 (1.1); 2.4478 (0.5); 1.8982 (0.5); 1.8881 (1.0); 1.8781 (0.5); 1.8532 (0.9); 1.7112 (13.0); 1.2932 (1.5); 1.2825 (16.0); 1.2765 (2.3); 1.2657 (15.7); −0.0002 (7.3) I-11: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2618 (12.9); 7.1949 (0.8); 7.1825 (1.8); 7.1768 (2.3); 7.1656 (1.5); 7.1625 (2.3); 7.1570 (1.7); 7.1481 (0.6); 7.1451 (0.6); 6.8951 (0.6); 6.8792 (0.8); 6.8733 (1.3); 6.8675 (0.7); 6.8516 (0.6); 5.9823 (0.6); 5.9784 (0.7); 5.9762 (0.7); 5.9724 (0.6); 5.9685 (0.8); 5.9647 (0.9); 5.9625 (1.0); 5.9587 (0.8); 5.9054 (0.8); 5.9000 (1.5); 5.8944 (0.9); 5.8862 (1.0); 5.8806 (0.6); 5.8112 (0.7); 5.7883 (0.6); 5.7856 (0.8); 5.7696 (0.7); 5.7440 (0.8); 5.1558 (1.1); 5.1524 (1.3); 5.1371 (1.5); 5.1354 (1.5); 5.1111 (3.0); 5.0140 (0.6); 4.2624 (2.1); 4.2453 (4.6); 4.2281 (2.3); 3.7983 (2.2); 3.7847 (0.5); 3.7551 (2.6); 3.7415 (0.6); 3.7151 (0.8); 3.1962 (2.9); 3.1704 (2.7); 3.1526 (5.4); 2.7301 (2.4); 2.7130 (5.1); 2.6959 (2.5); 2.5261 (0.6); 2.5049 (1.2); 2.4912 (0.6); 2.4839 (0.7); 2.4700 (1.0); 2.4489 (0.5); 1.9038 (0.6); 1.8938 (1.0); 1.8840 (0.6); 1.8589 (0.9); 1.7110 (16.0); −0.0002 (16.9); −0.0085 (0.6) I-12: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.2621 (14.4); 7.1896 (0.8); 7.1842 (1.1); 7.1768 (2.3); 7.1711 (2.8); 7.1678 (2.0); 7.1604 (2.2); 7.1569 (2.9); 7.1514 (2.2); 7.1396 (0.6); 6.9053 (0.5); 6.8995 (0.9); 6.8937 (0.6); 6.8836 (1.0); 6.8778 (1.8); 6.8720 (1.0); 6.8619 (0.5); 6.8561 (0.9); 5.9769 (0.7); 5.9734 (0.8); 5.9708 (0.8); 5.9675 (0.7); 5.9631 (1.0); 5.9596 (1.2); 5.9571 (1.1); 5.9538 (1.0); 5.9203 (1.0); 5.9150 (1.8); 5.9094 (1.1); 5.9012 (1.2); 5.8958 (0.7); 5.3007 (0.6); 5.0212 (0.7); 4.4062 (0.7); 4.3355 (2.3); 4.3193 (4.8); 4.3031 (2.5); 3.8372 (0.9); 3.8283 (0.5); 3.8228 (1.6); 3.8080 (1.1); 3.8010 (2.2); 3.7578 (2.5); 3.5388 (0.6); 3.5326 (0.6); 3.5241 (0.6); 3.1988 (2.9); 3.1900 (0.6); 3.1847 (0.9); 3.1766 (1.7); 3.1724 (0.6); 3.1654 (0.7); 3.1599 (2.3); 3.1556 (3.1); 3.1520 (5.1); 3.1410 (0.6); 3.1354 (1.7); 3.1275 (4.8); 3.1108 (0.6); 3.1029 (1.7); 2.9652 (0.6); 2.9561 (0.9); 2.9480 (2.1); 2.9403 (0.8); 2.9318 (3.8); 2.9156 (1.8); 2.8878 (0.7); 2.8728 (1.1); 2.8583 (0.6); 2.5362 (0.7); 2.5151 (1.1); 2.5012 (0.8); 2.4940 (0.7); 2.4801 (1.3); 2.4589 (0.6); 1.9049 (0.7); 1.8954 (1.2); 1.8860 (0.6); 1.8700 (0.6); 1.8604 (1.0); 1.8510 (0.6); 1.7881 (0.8); 1.7584 (0.9); 1.7431 (2.2); 1.7259 (0.6); 1.7117 (16.0); 0.0079 (0.6); −0.0002 (19.9); −0.0085 (0.6) I-13: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2609 (28.1); 7.1915 (0.6); 7.1860 (0.6); 7.1787 (1.9); 7.1729 (2.4); 7.1587 (2.5); 7.1531 (2.4); 7.1410 (0.6); 7.1339 (0.6); 6.8990 (0.9); 6.8830 (0.9); 6.8772 (1.6); 6.8714 (0.8); 6.8555 (0.8); 5.9734 (0.7); 5.9673 (0.7); 5.9637 (0.6); 5.9596 (1.0); 5.9558 (1.1); 5.9534 (1.1); 5.9499 (1.0); 5.9191 (1.1); 5.9137 (1.9); 5.9081 (1.1); 5.8999 (1.2); 5.8944 (0.7); 5.0165 (0.6); 4.3680 (1.9); 4.3517 (3.7); 4.3353 (1.9); 3.8668 (0.6); 3.8245 (0.5); 3.7967 (2.6); 3.7535 (3.0); 3.5407 (0.6); 3.1984 (3.1); 3.1866 (0.7); 3.1743 (2.3); 3.1577 (5.1); 3.1416 (2.0); 2.5379 (0.6); 2.5168 (1.2); 2.5029 (0.8); 2.4956 (0.7); 2.4817 (1.3); 2.4606 (0.6); 1.8944 (0.7); 1.8847 (1.2); 1.8749 (0.7); 1.8593 (0.6); 1.8496 (1.0); 1.8396 (0.6); 1.7934 (0.6); 1.7627 (0.7); 1.7437 (2.6); 1.7270 (0.5); 1.7138 (16.0); 0.0079 (1.0); −0.0002 (37.9); −0.0085 (1.1) I-14: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2621 (16.4); 7.1816 (2.2); 7.1760 (2.4); 7.1647 (2.2); 7.1618 (3.1); 7.1562 (2.0); 7.1479 (0.8); 6.9045 (0.7); 6.8885 (1.0); 6.8827 (1.5); 6.8769 (0.8); 6.8667 (0.8); 6.8610 (0.9); 5.9690 (0.6); 5.9653 (0.6); 5.9551 (1.1); 5.9515 (1.3); 5.9495 (1.4); 5.9462 (1.2); 5.9352 (1.2); 5.9303 (2.0); 5.9250 (1.1); 5.9167 (1.3); 5.9112 (0.8); 5.3008 (5.5); 5.0249 (0.7); 4.6039 (1.5); 4.6005 (1.4); 4.5903 (1.9); 4.5870 (2.7); 4.5741 (1.6); 4.5715 (1.6); 3.8202 (2.6); 3.7855 (0.7); 3.7770 (3.0); 3.7423 (0.8); 3.5545 (0.7); 3.5409 (0.5); 3.5326 (0.6); 3.4253 (0.8); 3.4105 (1.3); 3.3945 (1.3); 3.3790 (1.3); 3.3652 (0.7); 3.1982 (3.6); 3.1550 (3.1); 3.0306 (0.5); 3.0007 (13.6); 2.5459 (0.6); 2.5245 (1.1); 2.5107 (0.8); 2.5032 (0.8); 2.4894 (1.2); 2.4680 (0.6); 2.1116 (0.7); 1.9240 (0.9); 1.9144 (1.3); 1.9051 (0.6); 1.8888 (0.8); 1.8793 (1.2); 1.8699 (0.6); 1.7141 (16.0); 0.0080 (0.5); −0.0002 (21.3); −0.0085 (0.7) I-15: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2624 (21.2); 7.1960 (0.7); 7.1925 (0.7); 7.1864 (0.6); 7.1800 (2.0); 7.1744 (2.4); 7.1634 (1.2); 7.1601 (1.9); 7.1545 (1.6); 6.8971 (0.7); 6.8811 (0.8); 6.8754 (1.3); 6.8696 (0.6); 6.8536 (0.7); 5.9794 (0.6); 5.9757 (0.6); 5.9695 (0.6); 5.9656 (0.8); 5.9618 (0.9); 5.9595 (0.9); 5.9558 (0.8); 5.9087 (0.8); 5.9032 (1.5); 5.8976 (0.9); 5.8894 (1.0); 5.8839 (0.6); 4.3592 (0.7); 4.2894 (2.5); 4.2723 (5.2); 4.2551 (2.5); 3.8008 (2.2); 3.7667 (1.6); 3.7576 (2.7); 3.7522 (2.7); 3.7375 (1.7); 3.1936 (2.4); 3.1503 (2.1); 2.8519 (0.7); 2.8140 (0.7); 2.8059 (1.4); 2.7978 (3.0); 2.7895 (3.8); 2.7807 (5.9); 2.7777 (4.2); 2.7757 (3.7); 2.7634 (7.2); 2.7485 (3.2); 2.7401 (2.5); 2.7362 (1.3); 2.7254 (1.6); 2.5287 (0.5); 2.5076 (1.0); 2.4937 (0.7); 2.4864 (0.6); 2.4726 (1.1); 2.4516 (0.6); 2.1836 (10.6); 2.1766 (16.0); 2.1700 (3.3); 1.8993 (0.7); 1.8894 (1.0); 1.8796 (0.7); 1.8643 (0.5); 1.8545 (0.9); 1.8445 (0.6); 1.7584 (0.7); 1.7353 (2.0); 1.7108 (13.9); 1.3520 (0.8); 1.3002 (0.8); 0.0080 (0.6); −0.0002 (29.0); −0.0085 (0.9) I-16: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.4091 (2.5); 7.4059 (3.7); 7.4035 (3.8); 7.3984 (1.1); 7.3904 (2.6); 7.3881 (4.7); 7.3855 (5.9); 7.3830 (3.8); 7.3776 (0.9); 7.3754 (0.8); 7.3722 (0.7); 7.3229 (1.0); 7.3205 (2.3); 7.3183 (4.0); 7.3137 (1.7); 7.3058 (1.2); 7.3002 (7.3); 7.2965 (3.5); 7.2848 (1.8); 7.2810 (3.5); 7.2753 (1.0); 7.2713 (0.5); 7.2603 (26.0); 7.2433 (0.9); 7.2400 (1.6); 7.2367 (0.9); 7.2337 (1.0); 7.2305 (1.9); 7.2273 (1.6); 7.2215 (1.7); 7.2173 (1.0); 7.2121 (1.9); 7.2068 (1.0); 7.2035 (0.8); 7.2005 (0.6); 7.1971 (0.5); 7.1940 (0.8); 7.1908 (0.6); 7.1850 (0.6); 7.1727 (2.4); 7.1697 (2.0); 7.1670 (2.6); 7.1640 (1.6); 7.1559 (1.8); 7.1528 (2.8); 7.1504 (2.1); 7.1472 (2.2); 7.1407 (0.5); 6.8928 (0.5); 6.8871 (0.8); 6.8712 (1.0); 6.8654 (1.6); 6.8596 (0.8); 6.8495 (0.5); 6.8437 (0.8); 5.9292 (0.6); 5.9255 (0.6); 5.9232 (0.6); 5.9196 (0.6); 5.9154 (1.0); 5.9117 (1.2); 5.9094 (1.2); 5.9059 (1.2); 5.8846 (1.1); 5.8793 (1.9); 5.8739 (1.0); 5.8710 (0.6); 5.8655 (1.1); 5.8601 (0.6); 4.9984 (0.5); 4.2989 (2.9); 4.2817 (6.1); 4.2645 (3.1); 3.7934 (2.7); 3.7623 (3.3); 3.7502 (3.5); 3.7475 (6.4); 3.7326 (3.6); 3.4695 (0.5); 3.4664 (0.5); 3.4640 (0.5); 3.4608 (0.5); 3.4584 (0.5); 3.4532 (0.5); 3.2078 (0.7); 3.1920 (3.4); 3.1822 (3.3); 3.1650 (6.0); 3.1482 (4.7); 3.1374 (3.5); 3.1225 (6.0); 3.1076 (3.1); 2.4954 (0.6); 2.4743 (1.2); 2.4604 (0.8); 2.4533 (0.7); 2.4394 (1.2); 2.4183 (0.6); 1.8641 (0.7); 1.8541 (1.2); 1.8441 (0.7); 1.8291 (0.6); 1.8192 (1.0); 1.8092 (0.6); 1.7347 (1.1); 1.7191 (0.6); 1.7075 (16.0); 1.6979 (2.6); 0.0080 (0.9); −0.0002 (35.3); −0.0085 (1.1) I-17: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.3544 (0.6); 7.3367 (0.6); 7.2605 (63.5); 7.2124 (1.3); 7.2066 (1.6); 7.2013 (2.2); 7.1959 (3.0); 7.1931 (2.9); 7.1872 (2.4); 7.1819 (2.5); 7.1765 (1.8); 6.9618 (0.6); 6.9599 (0.6); 6.9559 (0.8); 6.9537 (0.9); 6.9501 (0.8); 6.9471 (0.9); 6.9443 (0.7); 6.9403 (1.0); 6.9383 (1.1); 6.9344 (1.3); 6.9324 (1.4); 6.9286 (0.9); 6.9265 (0.9); 6.9187 (0.5); 6.9166 (0.5); 6.9128 (0.6); 6.9108 (0.6); 6.0409 (0.5); 6.0357 (0.6); 6.0302 (0.5); 6.0263 (0.6); 6.0229 (0.8); 6.0116 (1.0); 6.0083 (1.0); 6.0050 (1.0); 5.9970 (0.6); 5.9940 (0.6); 5.9906 (0.5); 5.9376 (0.6); 5.9322 (1.0); 5.9266 (0.6); 5.9184 (0.7); 5.8737 (0.8); 5.8682 (1.0); 5.8626 (0.6); 5.8600 (0.7); 5.8545 (0.8); 5.0905 (0.6); 5.0720 (0.6); 4.3434 (2.1); 4.3389 (0.7); 4.3264 (4.6); 4.3220 (2.2); 4.3093 (2.5); 4.3050 (4.0); 4.2912 (1.0); 4.2881 (2.0); 4.2803 (0.9); 4.2743 (1.6); 4.2633 (1.6); 4.2573 (0.8); 4.2464 (0.8); 4.0020 (1.2); 3.9948 (0.9); 3.9565 (1.7); 3.9494 (1.2); 3.9417 (0.6); 3.7616 (1.6); 3.7537 (2.6); 3.7487 (2.2); 3.7454 (1.0); 3.7164 (1.0); 3.7087 (1.7); 3.7036 (1.5); 3.5715 (0.6); 3.5654 (0.6); 3.5553 (0.6); 3.5500 (0.6); 2.9624 (1.1); 2.8882 (0.9); 2.7851 (2.0); 2.7681 (4.5); 2.7618 (0.8); 2.7492 (4.5); 2.7445 (1.3); 2.7323 (2.6); 2.7274 (1.8); 2.7204 (0.7); 2.7168 (1.8); 2.7106 (1.0); 2.6998 (1.4); 2.5562 (0.7); 2.5419 (0.5); 2.5208 (0.8); 2.4896 (0.8); 2.4752 (0.6); 2.4543 (0.8); 2.1848 (0.9); 2.1830 (1.1); 2.1725 (2.4); 2.1677 (14.5); 2.1624 (2.4); 2.1508 (16.0); 2.1406 (6.2); 2.1093 (2.0); 2.0256 (0.7); 1.9983 (0.8); 1.9904 (1.4); 1.9823 (0.9); 1.9632 (0.5); 1.9552 (0.7); 1.9470 (0.6); 1.4319 (0.8); 1.2568 (0.5); 0.0079 (1.1); −0.0002 (36.5); −0.0085 (1.4) I-18: .sup.1H-NMR(599.7 MHz, CDCl3): δ = 7.2580 (50.0); 7.1820 (2.5); 7.1712 (2.9); 7.1393 (0.8); 6.8893 (0.9); 6.8750 (1.3); 6.8602 (0.6); 6.1838 (1.0); 6.1660 (1.0); 6.1551 (1.1); 6.1372 (1.1); 5.9618 (1.3); 5.8801 (1.4); 5.8709 (1.2); 5.6398 (0.3); 5.5403 (2.5); 5.5116 (2.2); 5.3442 (0.4); 5.3333 (2.1); 5.3155 (2.0); 5.0261 (0.9); 4.3093 (2.4); 4.2979 (4.4); 4.2866 (2.2); 4.2630 (0.4); 4.2519 (0.7); 4.2404 (0.3); 3.9279 (2.1); 3.8993 (2.4); 3.5212 (0.8); 3.3167 (2.2); 3.2882 (2.0); 2.7610 (2.5); 2.7495 (4.4); 2.7382 (2.2); 2.7193 (0.4); 2.7077 (0.7); 2.6967 (0.3); 2.5219 (0.6); 2.5080 (1.1); 2.4985 (0.7); 2.4846 (1.0); 2.4705 (0.5); 2.1494 (13.6); 2.1349 (2.3); 1.9237 (0.6); 1.9173 (1.1); 1.8941 (1.0); 1.5417 (1.2); −0.0001 (5.6) I-19: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.5189 (1.2); 7.2672 (1.1); 7.2604 (222.9); 7.2524 (1.6); 7.2485 (0.7); 7.2326 (1.9); 7.2073 (1.0); 7.2016 (1.2); 7.1877 (1.3); 7.1821 (1.0); 6.9968 (1.3); 6.9267 (0.7); 6.9108 (0.5); 6.9051 (1.0); 6.8994 (0.5); 6.7875 (0.6); 6.7825 (0.9); 6.7771 (0.6); 4.6926 (0.5); 4.6827 (0.6); 4.6728 (0.5); 4.3492 (1.8); 4.3322 (3.9); 4.3153 (1.9); 3.8702 (1.6); 3.8247 (1.9); 3.3547 (16.0); 3.3096 (1.7); 2.7857 (1.7); 2.7687 (3.3); 2.7517 (1.6); 2.1709 (12.4); 1.6534 (0.7); 0.0080 (3.5); 0.0058 (0.8); 0.0050 (0.8); −0.0002 (141.0); −0.0085 (4.4); −0.0280 (1.2) I-20: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2606 (26.6); 7.2114 (1.1); 7.2081 (1.1); 7.2056 (1.5); 7.2024 (1.1); 7.1949 (0.8); 7.1918 (1.5); 7.1888 (1.2); 7.1860 (1.4); 7.1828 (0.7); 6.9219 (0.5); 6.9062 (0.8); 6.9002 (1.0); 6.8785 (0.5); 5.9754 (0.7); 5.9725 (0.9); 5.9676 (1.3); 5.9627 (1.4); 5.9579 (0.7); 4.6065 (1.8); 4.5922 (2.4); 4.5810 (0.7); 4.5773 (2.0); 4.5668 (0.8); 4.5520 (0.6); 4.1306 (1.0); 4.1128 (1.1); 3.9452 (0.8); 3.9007 (0.6); 3.8771 (1.7); 3.8552 (0.6); 3.8318 (2.0); 3.3843 (1.1); 3.3692 (16.0); 3.3572 (3.1); 3.3528 (5.5); 3.3385 (0.6); 3.3120 (1.8); 3.3040 (0.6); 2.9921 (8.7); 2.9850 (3.0); 2.5827 (0.7); 2.5473 (0.7); 2.0443 (5.3); 2.0359 (0.7); 2.0006 (0.6); 1.5450 (7.2); 1.2769 (1.5); 1.2590 (3.1); 1.2412 (1.4); 0.8819 (0.6); 0.0080 (1.1); −0.0002 (35.0); −0.0085 (1.0) I-21: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2603 (23.8); 7.2117 (1.3); 7.2086 (1.1); 7.2060 (1.7); 7.2030 (1.1); 7.1951 (0.9); 7.1920 (1.6); 7.1863 (1.4); 6.9190 (0.6); 6.9032 (0.7); 6.8973 (1.1); 6.8915 (0.5); 6.8756 (0.5); 5.9770 (0.7); 5.9735 (0.9); 5.9708 (0.9); 5.9676 (0.8); 5.9526 (0.8); 5.9475 (1.4); 5.9422 (0.8); 5.9338 (0.7); 4.3718 (1.2); 4.3557 (2.5); 4.3391 (1.3); 3.8690 (1.9); 3.8237 (2.3); 3.3655 (16.0); 3.3564 (5.5); 3.3106 (2.2); 3.1709 (1.5); 3.1547 (2.9); 3.1383 (1.4); 3.1335 (0.7); 2.5691 (0.8); 2.5549 (0.6); 2.5481 (0.5); 2.5339 (0.9); 1.9978 (0.8); 1.9719 (0.5); 1.9623 (0.9); 1.9533 (0.5); 1.5452 (9.0); 0.0079 (0.9); −0.0002 (31.0); −0.0085 (0.9) I-22: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2634 (10.5); 7.2258 (0.8); 7.2129 (1.8); 7.2076 (2.4); 7.1933 (2.0); 7.1880 (1.6); 6.9182 (0.6); 6.9023 (0.7); 6.8965 (1.2); 6.8907 (0.6); 6.8747 (0.6); 5.9999 (0.6); 5.9965 (0.7); 5.9903 (0.6); 5.9862 (0.9); 5.9826 (1.0); 5.9801 (1.0); 5.9768 (0.9); 5.9403 (0.8); 5.9350 (1.5); 5.9293 (0.9); 5.9212 (1.0); 5.9157 (0.6); 5.1073 (0.6); 4.2869 (2.2); 4.2695 (4.7); 4.2521 (2.5); 3.8649 (2.2); 3.8196 (2.6); 3.7266 (1.0); 3.5671 (0.6); 3.5519 (0.6); 3.5458 (0.6); 3.3670 (16.0); 3.3571 (3.6); 3.3121 (2.3); 2.7907 (2.3); 2.7733 (4.5); 2.7646 (1.3); 2.7559 (2.6); 2.7497 (2.1); 2.7349 (1.2); 2.6123 (1.2); 2.5938 (3.8); 2.5848 (0.8); 2.5753 (4.2); 2.5663 (2.1); 2.5568 (1.6); 2.5479 (2.2); 2.5372 (0.8); 2.5297 (1.2); 2.5160 (1.1); 2.4949 (0.6); 2.0128 (0.6); 2.0038 (1.0); 1.9949 (0.6); 1.9776 (0.5); 1.9686 (0.9); 1.9597 (0.6); 1.2920 (3.4); 1.2882 (4.7); 1.2736 (6.8); 1.2697 (9.1); 1.2550 (3.6); 1.2512 (4.5); −0.0002 (9.7) I-23: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2611 (36.5); 7.2225 (0.8); 7.2162 (0.8); 7.2101 (2.3); 7.2046 (2.6); 7.1905 (2.6); 7.1849 (1.8); 6.9145 (0.7); 6.9091 (0.6); 6.9033 (0.7); 6.8984 (1.0); 6.8927 (1.2); 6.8870 (0.7); 6.8766 (0.5); 6.8709 (0.6); 5.9785 (0.5); 5.9711 (0.7); 5.9678 (0.8); 5.9648 (0.8); 5.9613 (0.8); 5.9307 (0.7); 5.9252 (1.3); 5.9197 (0.7); 5.9114 (0.8); 4.2652 (0.6); 4.2490 (0.6); 4.2432 (0.9); 4.2348 (1.7); 4.2268 (1.4); 4.2192 (3.5); 4.2110 (0.8); 4.2029 (2.4); 4.1903 (1.2); 4.1865 (0.6); 4.1744 (0.6); 3.8660 (1.9); 3.8348 (0.6); 3.8207 (2.3); 3.3836 (1.3); 3.3782 (5.1); 3.3675 (16.0); 3.3603 (4.4); 3.3559 (5.6); 3.3427 (0.8); 3.3107 (2.4); 3.2971 (0.6); 3.1856 (1.0); 3.1697 (1.3); 3.1552 (2.4); 3.1393 (3.9); 3.1232 (1.7); 2.8218 (0.7); 2.8066 (0.5); 2.7687 (1.1); 2.7515 (1.6); 2.7342 (1.2); 2.5645 (1.0); 2.5596 (0.6); 2.5434 (1.2); 2.5291 (1.0); 2.5223 (0.7); 2.5082 (1.0); 2.0028 (0.6); 1.9937 (0.9); 1.9846 (0.5); 1.9677 (0.5); 1.9584 (0.8); 1.5516 (7.0); 1.2556 (0.5); 1.2190 (0.6); 1.2076 (14.6); 1.2018 (1.3); 1.1903 (15.0); 1.1868 (6.5); 1.1831 (5.3); 1.1809 (4.1); 1.1750 (8.1); 1.1692 (5.9); 1.1656 (5.2); 1.1635 (3.9); 1.1575 (7.5); 0.0080 (1.3); −0.0002 (41.9); −0.0085 (1.3) I-24: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2633 (6.7); 7.2127 (1.0); 7.2071 (1.0); 7.1930 (0.9); 7.1875 (0.7); 6.8911 (0.6); 5.9203 (0.7); 5.9066 (0.5); 4.2717 (1.0); 4.2554 (2.2); 4.2391 (1.1); 4.2060 (0.5); 3.8667 (1.0); 3.8426 (1.0); 3.8286 (2.6); 3.8215 (1.4); 3.8146 (2.7); 3.8004 (1.1); 3.3740 (1.1); 3.3664 (7.7); 3.3531 (1.4); 3.3078 (1.0); 3.1875 (1.2); 3.1712 (2.4); 3.1549 (1.1); 3.1361 (2.4); 3.1218 (3.6); 3.1079 (2.2); 3.0274 (16.0); 3.0072 (10.2); 2.9066 (1.3); 2.6907 (0.8); 2.6767 (1.6); 2.6626 (0.8); 1.5942 (2.5); −0.0002 (8.8) I-25: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2622 (9.4); 7.2249 (0.6); 7.2124 (1.4); 7.2067 (1.8); 7.2034 (1.2); 7.1960 (1.0); 7.1927 (1.6); 7.1870 (1.3); 6.9168 (0.6); 6.9009 (0.6); 6.8951 (1.1); 6.8893 (0.5); 6.8734 (0.5); 5.9843 (0.7); 5.9807 (0.8); 5.9780 (0.7); 5.9745 (0.7); 5.9384 (0.7); 5.9330 (1.3); 5.9275 (0.7); 5.9192 (0.8); 4.2740 (1.9); 4.2563 (4.1); 4.2386 (2.2); 3.8644 (1.9); 3.8192 (2.2); 3.3662 (16.0); 3.3549 (3.0); 3.3095 (2.1); 2.9901 (0.9); 2.9734 (1.2); 2.9566 (0.9); 2.7966 (2.0); 2.7789 (3.7); 2.7612 (2.0); 2.5477 (0.8); 2.5336 (0.6); 2.5125 (0.9); 2.0006 (0.8); 1.9654 (0.7); 1.2926 (0.6); 1.2851 (8.3); 1.2833 (8.5); 1.2760 (0.8); 1.2684 (8.2); 1.2666 (8.4); −0.0002 (10.2) I-26: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2606 (21.0); 7.2245 (0.7); 7.2120 (1.6); 7.2063 (2.0); 7.2031 (1.5); 7.1956 (1.3); 7.1923 (1.8); 7.1867 (1.5); 6.9170 (0.6); 6.9011 (0.7); 6.8953 (1.2); 6.8894 (0.6); 6.8736 (0.6); 5.9994 (0.5); 5.9958 (0.6); 5.9930 (0.6); 5.9897 (0.6); 5.9857 (0.8); 5.9821 (0.9); 5.9795 (0.9); 5.9760 (0.8); 5.9404 (0.8); 5.9350 (1.4); 5.9295 (0.8); 5.9212 (0.9); 5.9158 (0.5); 5.8102 (0.6); 5.7861 (0.6); 5.7671 (0.6); 5.7430 (0.7); 5.1548 (1.0); 5.1514 (1.3); 5.1481 (0.7); 5.1409 (1.3); 5.1150 (1.9); 5.1119 (2.4); 5.1085 (1.4); 4.2625 (1.5); 4.2458 (3.4); 4.2289 (1.7); 3.8629 (2.0); 3.8176 (2.4); 3.5439 (0.5); 3.3662 (16.0); 3.3559 (3.2); 3.3108 (2.1); 3.1733 (1.6); 3.1708 (2.4); 3.1683 (1.7); 3.1554 (1.6); 3.1528 (2.5); 3.1503 (1.6); 2.7299 (2.2); 2.7128 (4.4); 2.6957 (2.2); 2.5505 (0.9); 2.5364 (0.6); 2.5293 (0.5); 2.5153 (1.0); 2.0035 (0.9); 1.9946 (0.5); 1.9682 (0.8); 1.9594 (0.5); 1.5464 (1.2); 0.0080 (0.8); −0.0002 (24.0); −0.0085 (0.8) I-27: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.5215 (0.6); 7.2730 (0.7); 7.2626 (100.4); 7.1667 (2.2); 7.1609 (2.6); 7.1577 (1.4); 7.1499 (1.4); 7.1467 (2.6); 7.1410 (2.2); 7.0875 (0.7); 7.0654 (0.7); 6.9985 (0.6); 6.8997 (0.6); 6.8940 (1.0); 6.8780 (1.1); 6.8722 (1.9); 6.8664 (0.9); 6.8563 (0.6); 6.8505 (0.9); 5.9627 (0.9); 5.9589 (1.0); 5.9565 (1.0); 5.9526 (1.0); 5.9489 (1.1); 5.9451 (1.2); 5.9426 (1.2); 5.9388 (1.1); 5.8327 (1.2); 5.8271 (2.1); 5.8214 (1.2); 5.8189 (1.1); 5.8132 (1.7); 5.8076 (0.9); 5.3025 (1.5); 5.0578 (0.7); 4.3365 (2.3); 4.3345 (2.4); 4.3192 (4.9); 4.3177 (5.1); 4.3022 (2.6); 4.3007 (2.5); 3.8239 (3.1); 3.7806 (3.7); 3.5624 (0.6); 3.5564 (0.7); 3.5505 (0.6); 3.5479 (0.6); 3.5415 (0.7); 3.3445 (3.2); 3.3011 (2.8); 2.7888 (2.5); 2.7717 (4.7); 2.7547 (2.3); 2.5985 (0.8); 2.5773 (1.4); 2.5635 (1.0); 2.5561 (0.8); 2.5423 (1.5); 2.5211 (0.8); 2.1726 (16.0); 1.9819 (0.8); 1.9725 (1.4); 1.9630 (0.8); 1.9469 (0.7); 1.9375 (1.2); 1.9281 (0.7); 1.5659 (0.9); 1.5584 (0.9); 1.5526 (0.6); 1.5450 (1.6); 1.5376 (0.6); 1.5317 (0.9); 1.5241 (0.9); 1.2543 (0.6); 0.7153 (0.6); 0.7110 (0.7); 0.6975 (0.7); 0.6906 (0.6); 0.6869 (0.9); 0.6786 (0.7); 0.6740 (0.6); 0.6657 (0.5); 0.5845 (1.0); 0.5765 (1.0); 0.5718 (1.7); 0.5682 (1.6); 0.5638 (1.6); 0.5555 (1.4); 0.5507 (1.6); 0.5477 (1.4); 0.5430 (1.0); 0.5339 (1.1); 0.5042 (0.6); 0.4964 (0.6); 0.4909 (0.8); 0.4837 (0.9); 0.4721 (0.8); 0.4682 (0.8); 0.4591 (0.7); 0.4547 (0.6); 0.0080 (1.8); −0.0002 (60.3); −0.0085 (1.8) I-28: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.5188 (0.8); 7.2599 (143.0); 7.1874 (0.6); 7.1752 (2.9); 7.1695 (3.4); 7.1662 (2.0); 7.1584 (2.2); 7.1552 (3.4); 7.1496 (2.8); 7.1374 (0.5); 7.0850 (1.0); 7.0642 (1.0); 6.9959 (0.8); 6.8981 (0.7); 6.8922 (1.2); 6.8864 (0.7); 6.8763 (1.4); 6.8705 (2.4); 6.8647 (1.2); 6.8545 (0.7); 6.8487 (1.2); 6.8429 (0.6); 5.9807 (1.1); 5.9769 (1.2); 5.9746 (1.3); 5.9708 (1.2); 5.9669 (1.6); 5.9631 (1.8); 5.9609 (1.8); 5.9571 (1.6); 5.9160 (1.6); 5.9106 (2.9); 5.9049 (1.7); 5.8968 (1.9); 5.8913 (1.1); 5.0627 (0.6); 5.0409 (0.9); 4.3077 (4.9); 4.2907 (10.2); 4.2736 (5.1); 3.8237 (4.0); 3.7804 (4.7); 3.5357 (0.9); 3.5213 (0.9); 3.3437 (4.2); 3.3003 (3.5); 2.7603 (2.7); 2.7433 (5.2); 2.7263 (2.6); 2.5330 (1.0); 2.5120 (1.8); 2.4980 (1.2); 2.4908 (1.1); 2.4769 (2.0); 2.4558 (1.0); 2.1475 (16.0); 1.9154 (1.1); 1.9055 (1.8); 1.8956 (1.0); 1.8803 (0.9); 1.8705 (1.6); 1.8606 (0.9); 1.5705 (0.7); 1.5569 (1.6); 1.5405 (5.8); 1.5365 (5.6); 1.5228 (1.7); 1.5153 (1.4); 1.5020 (0.7); 0.6709 (0.6); 0.6673 (0.7); 0.6627 (0.8); 0.6569 (1.0); 0.6474 (1.0); 0.6434 (1.3); 0.6340 (1.3); 0.6300 (0.8); 0.6208 (0.8); 0.5736 (1.3); 0.5644 (1.3); 0.5604 (1.1); 0.5549 (1.5); 0.5524 (1.9); 0.5429 (1.7); 0.5395 (1.3); 0.5335 (1.8); 0.5248 (1.0); 0.5212 (1.5); 0.5116 (1.3); 0.4904 (0.6); 0.4814 (0.9); 0.4725 (0.9); 0.4682 (1.4); 0.4593 (1.3); 0.4542 (0.9); 0.4458 (0.9); 0.4401 (0.9); 0.4353 (0.6); 0.4312 (0.5); 0.0079 (2.8); −0.0002 (80.0); −0.0084 (3.0) I-29: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.5188 (0.6); 7.2599 (95.6); 7.1621 (2.1); 7.1566 (2.6); 7.1422 (2.6); 7.1368 (2.0); 6.9959 (0.5); 6.9015 (0.8); 6.8854 (1.0); 6.8798 (1.6); 6.8739 (0.9); 6.8636 (0.5); 6.8580 (0.8); 6.6659 (0.9); 6.6449 (1.0); 5.9884 (1.0); 5.9836 (1.4); 5.9782 (1.2); 5.9746 (1.3); 5.9701 (1.5); 5.9645 (1.1); 5.8182 (1.0); 5.8125 (1.9); 5.8065 (1.3); 5.7987 (1.6); 5.7928 (0.8); 5.1277 (0.5); 5.1173 (0.8); 5.1126 (0.9); 5.1071 (0.9); 5.1025 (0.8); 4.2864 (3.0); 4.2694 (6.3); 4.2523 (3.2); 3.8186 (2.6); 3.7751 (3.6); 3.7652 (1.0); 3.7556 (1.0); 3.7495 (0.9); 3.7433 (0.6); 3.3561 (3.0); 3.3125 (2.5); 2.7426 (3.1); 2.7253 (5.6); 2.7086 (3.6); 2.6963 (1.0); 2.6882 (0.9); 2.6757 (0.8); 2.1497 (16.0); 1.9382 (0.8); 1.9274 (0.8); 1.9162 (0.8); 1.9048 (1.1); 1.8922 (0.7); 1.8812 (0.7); 1.8704 (0.7); 1.5704 (0.8); 1.5631 (0.9); 1.5493 (2.0); 1.5372 (12.2); 1.5153 (0.6); 1.3438 (0.6); 0.6561 (0.7); 0.6495 (0.8); 0.6421 (0.7); 0.6362 (1.0); 0.6279 (0.9); 0.6144 (1.0); 0.5941 (1.0); 0.5845 (1.1); 0.5730 (1.6); 0.5633 (1.4); 0.5547 (1.6); 0.5423 (1.0); 0.5336 (0.9); 0.4817 (0.6); 0.4691 (1.0); 0.4600 (1.0); 0.4462 (0.8); 0.4407 (0.8); 0.0078 (2.5); −0.0002 (53.5) I-30: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.5186 (0.7); 7.2715 (0.8); 7.2597 (137.0); 7.1648 (1.8); 7.1591 (2.2); 7.1561 (1.4); 7.1481 (1.4); 7.1450 (2.2); 7.1394 (1.9); 6.9957 (0.8); 6.9048 (0.7); 6.8889 (0.9); 6.8830 (1.5); 6.8772 (0.8); 6.8613 (0.8); 6.6830 (0.6); 6.6547 (0.7); 6.6348 (0.9); 5.9959 (0.8); 5.9900 (1.0); 5.9856 (1.0); 5.9821 (1.2); 5.9777 (1.3); 5.9761 (1.3); 5.9718 (1.1); 5.8783 (1.0); 5.8725 (1.8); 5.8668 (1.1); 5.8645 (1.0); 5.8587 (1.5); 5.8530 (0.8); 5.1400 (0.5); 5.1345 (0.6); 5.1294 (0.6); 5.1240 (0.7); 5.1190 (0.6); 5.1134 (0.5); 4.2704 (3.1); 4.2534 (6.2); 4.2363 (3.1); 3.8217 (2.5); 3.7782 (2.9); 3.7558 (0.6); 3.7498 (0.8); 3.7437 (0.8); 3.7377 (0.7); 3.7338 (0.7); 3.7277 (0.8); 3.7217 (0.8); 3.7156 (0.6); 3.3546 (2.6); 3.3111 (2.3); 2.7273 (2.6); 2.7103 (5.1); 2.6933 (2.4); 2.6877 (1.0); 2.6755 (0.8); 2.6669 (0.7); 2.6547 (0.9); 2.6526 (1.0); 2.6404 (0.8); 2.6318 (0.8); 2.6197 (0.7); 2.1498 (0.6); 2.1382 (16.0); 1.8650 (0.7); 1.8539 (0.7); 1.8430 (0.7); 1.8313 (1.0); 1.8188 (0.7); 1.8078 (0.6); 1.7967 (0.8); 1.5685 (0.7); 1.5611 (0.8); 1.5476 (1.9); 1.5359 (9.6); 1.5134 (0.6); 1.3437 (4.6); 1.3386 (1.9); 1.2571 (1.2); 0.6553 (0.5); 0.6497 (0.6); 0.6410 (0.6); 0.6362 (0.9); 0.6275 (0.9); 0.6227 (0.5); 0.6137 (0.7); 0.5909 (0.9); 0.5812 (0.9); 0.5776 (0.7); 0.5700 (1.1); 0.5575 (1.1); 0.5492 (1.0); 0.5412 (0.7); 0.5370 (0.9); 0.5279 (0.8); 0.4776 (0.5); 0.4649 (0.9); 0.4556 (0.8); 0.4515 (0.6); 0.4419 (0.6); 0.4373 (0.5); 0.0080 (2.3); −0.0002 (75.6); −0.0084 (3.4) I-31: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2993 (0.6); 7.2770 (0.6); 7.2617 (15.2); 7.1974 (1.4); 7.1916 (1.6); 7.1848 (2.1); 7.1790 (3.0); 7.1760 (2.5); 7.1719 (2.0); 7.1697 (1.6); 7.1652 (2.5); 7.1595 (2.4); 7.1550 (0.9); 6.9227 (0.5); 6.9189 (0.7); 6.9165 (0.9); 6.9129 (0.8); 6.9105 (1.0); 6.9071 (0.9); 6.9031 (0.9); 6.9010 (1.0); 6.8972 (1.2); 6.8950 (1.3); 6.8914 (0.9); 6.8891 (0.9); 6.8855 (0.5); 6.8793 (0.5); 6.8756 (0.6); 6.8734 (0.6); 6.0121 (0.8); 6.0081 (0.9); 6.0061 (0.6); 6.0040 (0.7); 6.0018 (1.1); 5.9980 (1.2); 5.9943 (1.4); 5.9916 (1.2); 5.9878 (1.3); 5.9839 (1.0); 5.9807 (1.1); 5.9771 (1.1); 5.9143 (0.6); 5.9088 (1.0); 5.9032 (0.6); 5.8950 (0.7); 5.8693 (0.7); 5.8554 (0.6); 5.8370 (0.9); 5.8313 (0.5); 5.8232 (0.7); 5.8173 (0.7); 5.8112 (0.7); 5.7973 (0.6); 5.0376 (0.5); 5.0339 (0.5); 5.0279 (0.5); 4.3434 (0.9); 4.3398 (1.0); 4.3263 (1.9); 4.3231 (2.0); 4.3093 (1.1); 4.3048 (2.2); 4.2877 (4.4); 4.2732 (1.7); 4.2705 (3.0); 4.2694 (3.2); 4.2564 (2.7); 4.2522 (1.4); 4.2394 (1.2); 4.0491 (1.3); 4.0442 (1.0); 4.0270 (1.0); 4.0192 (3.3); 4.0143 (1.8); 3.9969 (1.7); 3.9894 (2.5); 3.9509 (2.5); 3.9487 (2.8); 3.9425 (1.7); 3.9332 (1.5); 3.9209 (1.4); 3.9186 (1.3); 3.9124 (0.8); 3.9032 (0.9); 3.7637 (0.5); 3.7577 (0.5); 3.7294 (1.4); 3.7255 (1.8); 3.7184 (1.3); 3.6850 (1.8); 3.6817 (2.8); 3.6744 (1.9); 3.5537 (3.2); 3.5486 (2.4); 3.5389 (0.7); 3.5363 (0.6); 3.5282 (1.5); 3.5096 (1.6); 3.5046 (1.2); 3.4840 (0.8); 2.7951 (1.6); 2.7782 (2.8); 2.7598 (2.5); 2.7425 (4.3); 2.7288 (1.7); 2.7241 (3.3); 2.7192 (0.6); 2.7119 (2.7); 2.7070 (1.9); 2.6950 (1.5); 2.6919 (0.6); 2.6718 (0.6); 2.5570 (0.6); 2.5218 (0.7); 2.4942 (0.7); 2.4590 (0.8); 2.1708 (14.0); 2.1477 (11.9); 2.1456 (16.0); 2.1378 (10.4); 2.0249 (0.6); 1.9896 (0.6); 1.9510 (0.9); 1.9411 (0.6); 1.9154 (0.6); 1.5672 (1.3); 0.0080 (0.6); −0.0002 (19.7); −0.0085 (0.6) I-32: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.4191 (0.9); 7.4175 (1.0); 7.4144 (1.7); 7.4111 (1.1); 7.4097 (1.0); 7.4072 (1.0); 7.4055 (1.0); 7.4024 (1.7); 7.3990 (1.0); 7.2959 (0.7); 7.2923 (0.8); 7.2900 (0.8); 7.2864 (0.8); 7.2834 (0.8); 7.2798 (0.8); 7.2774 (0.9); 7.2736 (1.4); 7.2697 (1.1); 7.2642 (24.0); 7.2572 (0.8); 7.2548 (0.8); 7.2513 (0.7); 7.1661 (1.4); 7.1638 (1.6); 7.1597 (1.9); 7.1558 (1.2); 7.1534 (1.1); 7.1456 (1.2); 7.1433 (1.3); 7.1409 (1.5); 7.1391 (1.6); 7.1352 (0.9); 7.1329 (0.8); 5.9846 (0.5); 5.9809 (0.6); 5.9784 (0.6); 5.9746 (0.6); 5.9708 (0.7); 5.9670 (0.8); 5.9639 (1.0); 5.9605 (1.0); 5.9568 (0.6); 5.9528 (0.6); 5.9493 (0.7); 5.9454 (0.7); 5.9430 (0.7); 5.9391 (0.6); 5.9075 (0.7); 5.9020 (1.3); 5.8963 (0.7); 5.8939 (0.6); 5.8882 (1.0); 5.8826 (0.5); 5.8203 (0.7); 5.8146 (1.2); 5.8089 (0.7); 5.8067 (0.6); 5.8009 (1.1); 5.7952 (0.6); 5.3010 (2.1); 5.0180 (0.7); 4.3422 (1.1); 4.3362 (1.3); 4.3249 (2.1); 4.3195 (2.3); 4.3086 (3.2); 4.3025 (1.3); 4.2918 (5.4); 4.2748 (2.7); 3.8023 (3.5); 3.7591 (4.0); 3.5456 (0.5); 3.5402 (0.7); 3.5342 (0.7); 3.1952 (2.3); 3.1881 (2.2); 3.1520 (2.0); 3.1449 (1.9); 2.7930 (1.8); 2.7758 (3.0); 2.7645 (2.3); 2.7590 (1.7); 2.7475 (4.3); 2.7305 (2.1); 2.5624 (0.8); 2.5486 (0.6); 2.5412 (0.5); 2.5272 (1.0); 2.5042 (1.0); 2.4902 (0.6); 2.4829 (0.6); 2.4691 (1.0); 2.4479 (0.5); 2.1706 (15.6); 2.1488 (16.0); 1.9953 (0.5); 1.9858 (0.8); 1.9507 (0.7); 1.8966 (0.8); 1.8616 (0.7); 1.7264 (11.6); 1.7111 (12.2); 1.6019 (0.8); −0.0002 (14.6) I-33: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.4444 (0.7); 7.4427 (0.8); 7.4396 (1.3); 7.4362 (0.9); 7.4346 (1.0); 7.4332 (0.9); 7.4312 (1.0); 7.4283 (1.5); 7.4249 (1.0); 7.3287 (0.8); 7.3251 (0.8); 7.3228 (0.8); 7.3190 (0.9); 7.3142 (0.7); 7.3119 (0.8); 7.3081 (0.8); 7.3068 (0.8); 7.3030 (0.7); 7.3008 (0.8); 7.2961 (0.9); 7.2921 (0.7); 7.2899 (0.7); 7.2863 (0.6); 7.2616 (22.5); 7.2264 (0.7); 7.2243 (0.8); 7.2202 (1.2); 7.2160 (0.7); 7.2140 (0.6); 7.2060 (0.7); 7.2040 (0.8); 7.1997 (1.2); 7.1957 (0.6); 7.1936 (0.6); 6.0088 (0.9); 5.9974 (0.6); 5.9942 (0.6); 5.9908 (0.6); 5.9383 (0.5); 5.9328 (0.9); 5.9272 (0.6); 5.9191 (0.7); 5.8732 (0.5); 5.8677 (0.9); 5.8621 (0.6); 5.8596 (0.5); 5.8540 (0.8); 5.0904 (0.5); 5.0716 (0.5); 4.4774 (2.3); 4.4601 (4.2); 4.4426 (2.4); 4.3441 (2.0); 4.3271 (4.5); 4.3225 (2.0); 4.3101 (2.4); 4.3055 (4.3); 4.2886 (2.1); 4.0043 (0.8); 3.9977 (0.8); 3.9590 (1.1); 3.9527 (1.1); 3.7587 (2.1); 3.7534 (2.1); 3.7137 (1.5); 3.7084 (1.5); 3.5724 (0.5); 3.5661 (0.6); 3.5575 (0.6); 3.5510 (0.6); 2.8350 (2.0); 2.8176 (3.7); 2.8002 (2.0); 2.7864 (2.0); 2.7694 (4.4); 2.7506 (4.4); 2.7336 (2.0); 2.5538 (0.7); 2.5184 (0.8); 2.4864 (0.7); 2.4511 (0.8); 2.1991 (1.0); 2.1842 (14.7); 2.1693 (16.0); 2.1575 (1.2); 2.1527 (15.9); 2.1053 (0.7); 2.0255 (0.6); 1.9973 (0.6); 1.9895 (1.1); 1.9818 (0.6); 1.9538 (0.6); 1.5537 (5.7); 0.0079 (0.8); −0.0002 (31.3); −0.0085 (1.0) I-34: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.4072 (1.2); 7.4030 (1.2); 7.3915 (1.4); 7.3820 (4.2); 7.3779 (4.0); 7.3675 (2.1); 7.2630 (14.4); 7.2035 (0.7); 7.1824 (0.8); 7.1419 (0.7); 7.1356 (0.8); 7.1276 (1.0); 7.1207 (1.0); 7.1130 (0.6); 7.1099 (0.6); 7.1066 (0.6); 5.9741 (1.1); 5.9706 (0.9); 5.9664 (1.2); 5.9604 (1.5); 5.9569 (1.2); 5.9052 (0.9); 5.8999 (1.7); 5.8923 (1.2); 5.8861 (1.3); 5.8806 (0.8); 5.0187 (0.8); 4.3056 (2.6); 4.2886 (5.3); 4.2715 (2.8); 3.8259 (2.5); 3.7828 (2.8); 3.7230 (0.6); 3.5248 (0.8); 3.5196 (0.8); 3.5139 (0.8); 3.2283 (2.7); 3.1852 (2.4); 2.7611 (2.7); 2.7441 (5.1); 2.7270 (2.6); 2.5367 (0.6); 2.5155 (1.2); 2.5016 (0.8); 2.4945 (0.7); 2.4804 (1.3); 2.4594 (0.6); 2.1699 (0.8); 2.1565 (0.5); 2.1447 (16.0); 2.1361 (1.2); 1.9013 (0.7); 1.8909 (1.2); 1.8808 (0.7); 1.8663 (0.6); 1.8560 (1.1); 1.8461 (0.6); 1.7247 (0.7); 1.7105 (14.5); 1.5935 (1.7); −0.0002 (8.6); −0.0083 (0.5) I-35: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.4147 (0.8); 7.4107 (0.8); 7.3931 (1.8); 7.3869 (2.7); 7.3847 (2.5); 7.3802 (2.5); 7.3705 (1.3); 7.2604 (39.8); 7.1343 (0.7); 7.1272 (0.8); 6.2137 (1.4); 6.1869 (1.5); 6.1706 (1.6); 6.1438 (1.6); 5.9758 (0.6); 5.9720 (0.7); 5.9658 (0.7); 5.9620 (0.8); 5.9580 (0.9); 5.9558 (0.9); 5.9520 (0.9); 5.8893 (0.9); 5.8837 (1.6); 5.8781 (0.9); 5.8756 (0.7); 5.8698 (1.2); 5.8643 (0.7); 5.5531 (2.1); 5.5514 (2.2); 5.5100 (1.9); 5.5083 (1.9); 5.3320 (2.0); 5.3305 (2.0); 5.3053 (1.9); 5.3037 (1.8); 4.3157 (2.8); 4.2986 (6.0); 4.2815 (3.0); 3.9666 (2.6); 3.9237 (3.0); 3.3642 (2.6); 3.3213 (2.3); 2.7687 (2.3); 2.7516 (4.5); 2.7344 (2.2); 2.5445 (0.6); 2.5233 (1.1); 2.5094 (0.7); 2.5022 (0.6); 2.4883 (1.2); 2.4671 (0.6); 2.1502 (16.0); 1.9280 (0.6); 1.9179 (1.0); 1.9077 (0.6); 1.8830 (1.0); 1.8729 (0.5); 1.5419 (8.9); 0.0080 (1.6); −0.0002 (53.8); −0.0085 (1.6) I-36: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.4328 (1.0); 7.4299 (1.1); 7.4271 (1.2); 7.4237 (0.9); 7.4154 (1.9); 7.4133 (2.6); 7.4108 (2.8); 7.4072 (3.4); 7.4047 (4.6); 7.4013 (3.0); 7.3872 (1.1); 7.2611 (75.1); 7.2218 (0.6); 7.2035 (0.6); 7.1709 (0.6); 7.1638 (0.7); 7.1559 (0.8); 7.1503 (0.9); 7.1444 (0.8); 7.1314 (0.6); 7.1261 (0.8); 5.9950 (0.8); 5.9913 (0.8); 5.9812 (1.2); 5.9776 (1.2); 5.9715 (0.6); 5.9431 (0.6); 5.9377 (1.1); 5.9323 (0.7); 5.9239 (0.8); 5.9190 (0.9); 5.9137 (1.1); 5.9080 (0.6); 5.9000 (0.7); 5.1199 (0.5); 4.4774 (2.3); 4.4601 (4.2); 4.4427 (2.3); 4.3278 (1.2); 4.3261 (1.2); 4.3092 (3.8); 4.2916 (4.4); 4.2745 (1.9); 3.8787 (1.8); 3.8710 (1.8); 3.8336 (2.1); 3.8257 (2.1); 3.7448 (0.6); 3.5723 (0.6); 3.5696 (0.6); 3.5602 (0.6); 3.5574 (0.6); 3.4961 (1.4); 3.4138 (2.2); 3.4106 (2.3); 3.3801 (14.3); 3.3710 (15.2); 3.3654 (2.8); 2.8351 (2.2); 2.8176 (3.9); 2.8002 (2.1); 2.7789 (2.0); 2.7621 (5.6); 2.7454 (5.6); 2.7286 (2.0); 2.7156 (0.6); 2.5865 (0.7); 2.5600 (0.8); 2.5515 (0.8); 2.5459 (0.6); 2.5247 (0.8); 2.1843 (15.5); 2.1716 (2.0); 2.1653 (15.7); 2.1577 (1.3); 2.1471 (16.0); 2.1096 (2.2); 2.0187 (0.7); 2.0091 (0.6); 2.0056 (0.8); 1.9838 (0.7); 1.9707 (0.7); 1.5761 (0.6); 0.0080 (2.0); −0.0002 (76.1); −0.0085 (2.5) I-37: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.7379 (2.7); 7.7345 (3.0); 7.7311 (1.5); 7.6508 (0.7); 7.6479 (1.0); 7.6446 (1.3); 7.6419 (1.1); 7.6385 (0.8); 7.6289 (0.7); 7.6262 (1.0); 7.6229 (1.3); 7.6202 (1.0); 7.6167 (0.7); 7.4981 (0.6); 7.4951 (1.2); 7.4920 (1.2); 7.4890 (1.1); 7.4859 (0.7); 7.4791 (0.8); 7.4762 (1.3); 7.4731 (1.2); 7.4700 (1.0); 7.4670 (0.6); 7.2602 (54.1); 6.7270 (0.8); 6.0635 (0.6); 6.0591 (0.8); 6.0576 (0.8); 6.0532 (0.8); 6.0498 (1.1); 6.0454 (1.4); 6.0438 (1.3); 6.0395 (1.2); 6.0363 (0.7); 6.0319 (0.7); 6.0302 (0.7); 6.0258 (0.6); 5.8868 (0.5); 5.8811 (0.9); 5.8753 (0.6); 5.8730 (0.5); 5.8672 (0.8); 5.8307 (0.6); 5.8248 (1.2); 5.8189 (0.7); 5.8109 (1.0); 5.8051 (0.6); 5.1485 (0.5); 5.1441 (0.5); 5.1381 (0.5); 4.2929 (2.0); 4.2818 (1.8); 4.2759 (4.3); 4.2649 (3.4); 4.2590 (2.2); 4.2480 (1.6); 4.0511 (0.8); 4.0454 (1.0); 4.0056 (1.1); 4.0002 (1.4); 3.8060 (0.5); 3.7997 (0.6); 3.7935 (0.6); 3.7903 (0.8); 3.7842 (1.2); 3.7784 (4.0); 3.7724 (1.0); 3.7686 (0.6); 3.7627 (0.5); 3.7332 (2.3); 2.7763 (0.5); 2.7638 (0.6); 2.7558 (0.6); 2.7452 (2.4); 2.7410 (1.0); 2.7348 (2.0); 2.7283 (5.0); 2.7178 (3.7); 2.7113 (2.3); 2.7011 (2.0); 2.1694 (1.5); 2.1492 (16.0); 2.1404 (12.4); 1.9504 (0.6); 1.9477 (0.5); 1.8748 (0.5); 1.5400 (1.4); 0.0079 (1.1); −0.0002 (30.8); −0.0085 (1.1) I-38: .sup.1H-NMR(599.7 MHz, CDCl3): δ = 7.7665 (9.8); 7.7542 (8.3); 7.6827 (2.8); 7.6798 (3.5); 7.6768 (2.7); 7.6680 (5.6); 7.6661 (5.6); 7.6561 (2.5); 7.6533 (2.9); 7.6502 (2.1); 7.4861 (5.7); 7.4845 (5.7); 7.4735 (5.7); 7.4719 (5.5); 7.3882 (2.3); 7.3726 (4.5); 7.3573 (2.7); 7.2716 (7.7); 6.0300 (2.9); 6.0278 (3.0); 6.0257 (2.9); 6.0227 (3.4); 6.0207 (3.7); 6.0170 (5.1); 6.0108 (2.5); 6.0078 (2.8); 6.0059 (2.8); 6.0038 (2.7); 5.9428 (2.8); 5.9392 (4.8); 5.9350 (3.4); 5.9300 (3.9); 5.9264 (2.1); 5.8725 (2.3); 5.8689 (3.8); 5.8647 (2.8); 5.8598 (3.4); 5.8562 (1.8); 5.1109 (1.2); 5.0960 (3.0); 5.0778 (3.3); 5.0632 (1.4); 4.3494 (0.5); 4.3416 (5.5); 4.3303 (11.6); 4.3185 (10.1); 4.3066 (10.8); 4.2954 (5.6); 4.2864 (0.6); 4.2770 (0.8); 4.2658 (0.6); 4.0583 (0.3); 4.0480 (5.4); 4.0413 (4.4); 4.0284 (0.4); 4.0179 (6.7); 4.0112 (5.4); 3.7882 (8.9); 3.7820 (7.3); 3.7582 (7.2); 3.7519 (5.9); 3.5841 (2.1); 3.5793 (2.6); 3.5739 (3.7); 3.5696 (4.5); 3.5651 (3.6); 3.5600 (3.0); 3.5553 (2.4); 2.7835 (6.8); 2.7722 (13.2); 2.7643 (9.1); 2.7610 (7.4); 2.7531 (15.9); 2.7418 (8.1); 2.7310 (0.8); 2.7198 (0.6); 2.5652 (1.5); 2.5512 (2.9); 2.5415 (1.9); 2.5371 (1.7); 2.5276 (3.1); 2.5135 (1.5); 2.4918 (1.8); 2.4779 (3.6); 2.4682 (2.3); 2.4639 (2.0); 2.4543 (3.8); 2.4404 (1.9); 2.2690 (0.3); 2.1710 (41.5); 2.1552 (50.0); 2.1418 (1.4); 2.0344 (1.8); 2.0294 (3.1); 2.0244 (1.7); 2.0108 (1.6); 2.0058 (2.9); 2.0007 (1.8); 1.9970 (2.3); 1.9918 (3.8); 1.9868 (2.1); 1.9734 (2.0); 1.9683 (3.5); 1.9632 (1.9); 1.6802 (0.8); 1.2567 (0.9); 0.0051 (1.5); −0.0001 (32.0); −0.0054 (1.1) I-39: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.7241 (1.1); 7.7207 (2.1); 7.7172 (1.2); 7.6451 (0.6); 7.6413 (0.6); 7.6390 (0.6); 7.6353 (0.6); 7.6227 (0.6); 7.6190 (0.6); 7.6166 (0.6); 7.6128 (0.5); 7.4300 (0.7); 7.4267 (0.7); 7.4239 (0.6); 7.4205 (0.6); 7.4109 (0.7); 7.4075 (0.7); 7.4048 (0.6); 7.4014 (0.5); 7.2610 (19.2); 6.1980 (1.0); 6.1712 (1.1); 6.1549 (1.2); 6.1280 (1.2); 5.9876 (0.5); 5.9839 (0.5); 5.9812 (0.5); 5.9738 (0.6); 5.9701 (0.7); 5.9675 (0.7); 5.9638 (0.6); 5.8951 (0.6); 5.8894 (1.1); 5.8839 (0.6); 5.8757 (0.9); 5.5557 (1.8); 5.5126 (1.6); 5.3609 (1.7); 5.3341 (1.6); 4.3192 (2.1); 4.3023 (4.4); 4.2853 (2.2); 3.9787 (1.8); 3.9357 (2.0); 3.8467 (0.8); 3.3401 (1.8); 3.2970 (1.6); 2.7718 (2.1); 2.7548 (4.3); 2.7379 (2.0); 2.5020 (0.8); 2.4881 (0.5); 2.4670 (0.8); 2.1560 (16.0); 2.1377 (0.8); 1.9283 (0.7); 1.8932 (0.7); 1.5478 (5.9); 0.0079 (0.8); −0.0002 (26.2); −0.0085 (0.8) I-40: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.9499 (1.0); 7.9459 (1.7); 7.9429 (1.1); 7.8736 (0.7); 7.8705 (0.9); 7.8663 (0.7); 7.8537 (0.8); 7.8506 (1.0); 7.8465 (0.7); 7.7152 (0.6); 7.7118 (0.9); 7.7084 (0.6); 7.6958 (0.8); 7.6923 (1.1); 7.6890 (0.8); 7.5567 (1.0); 7.5557 (1.0); 7.5362 (1.6); 7.5176 (0.7); 7.2607 (39.1); 5.9837 (0.6); 5.9813 (0.6); 5.9775 (0.5); 5.9737 (0.7); 5.9700 (0.8); 5.9675 (0.8); 5.9638 (0.7); 5.9102 (0.7); 5.9047 (1.2); 5.8991 (0.7); 5.8966 (0.6); 5.8909 (0.9); 4.3071 (2.2); 4.2901 (4.6); 4.2730 (2.3); 3.8515 (1.9); 3.8084 (2.1); 3.2302 (2.0); 3.1870 (1.8); 2.7633 (2.2); 2.7462 (4.3); 2.7292 (2.0); 2.5011 (0.8); 2.4872 (0.5); 2.4661 (0.9); 2.1481 (1 6.0); 1.8980 (0.8); 1.8630 (0.7); 1.7248 (10.6); 1.5510(2.9); 0.0080 (0.8); −0.0002 (21.5); −0.0085 (0.7) I-41: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.9406 (2.3); 7.8557 (1.0); 7.8525 (1.3); 7.8487 (0.9); 7.8359 (1.0); 7.8328 (1.3); 7.7236 (1.2); 7.7074 (1.1); 7.7042 (1.5); 7.5658 (1.2); 7.5464 (2.0); 7.5270 (0.9); 7.2605 (56.7); 6.7735 (0.7); 6.7526 (0.7); 6.0018 (0.7); 5.9963 (0.9); 5.9917 (0.8); 5.9881 (0.9); 5.9836 (1.1); 5.9779 (0.9); 5.8790 (0.8); 5.8733 (1.4); 5.8675 (1.0); 5.8594 (1.2); 5.8536 (0.6); 5.2988 (0.8); 5.1090 (0.5); 5.1042 (0.6); 5.0985 (0.6); 5.0937 (0.6); 4.2678 (2.3); 4.2508 (4.7); 4.2338 (2.4); 3.8611 (2.0); 3.8178 (2.3); 3.7476 (0.6); 3.7415 (0.7); 3.7356 (0.6); 3.7314 (0.6); 3.7256 (0.7); 3.7195 (0.6); 3.2366 (2.2); 3.1933 (1.9); 2.7243 (2.4); 2.7074 (4.7); 2.6904 (2.3); 2.6837 (1.2); 2.6715 (0.6); 2.6628 (0.6); 2.6487 (1.1); 2.6362 (0.8); 2.6278 (0.6); 2.6157 (0.6); 2.1644 (0.6); 2.1348 (16.0); 1.8483 (0.6); 1.8373 (0.6); 1.8263 (0.6); 1.8143 (0.9); 1.8020 (0.6); 1.7911 (0.6); 1.7800 (1.0); 1.7314 (12.1); 1.5454 (5.1); 1.2564 (0.8); 0.0078 (1.3); −0.0002 (30.7); −0.0083 (1.7) I-42: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.9366 (2.1); 7.8496 (1.1); 7.8330 (0.9); 7.8299 (1.2); 7.8261 (0.8); 7.7199 (1.1); 7.7037 (1.0); 7.7004 (1.4); 7.6972 (0.9); 7.5616 (1.2); 7.5422 (1.9); 7.5224 (0.9); 7.5191 (0.6); 7.2601 (78.9); 6.7753 (0.6); 6.7541 (0.6); 5.9881 (0.7); 5.9825 (0.9); 5.9779 (0.8); 5.9743 (0.9); 5.9687 (1.0); 5.9642 (0.8); 5.8029 (0.7); 5.7972 (1.4); 5.7912 (0.9); 5.7833 (1.1); 5.7776 (0.6); 5.2987 (1.0); 5.0963 (0.5); 5.0915 (0.6); 5.0855 (0.6); 5.0811 (0.5); 4.2850 (2.2); 4.2679 (4.6); 4.2509 (2.3); 3.8551 (2.0); 3.8118 (2.3); 3.7803 (0.6); 3.7742 (0.7); 3.7681 (0.6); 3.7643 (0.6); 3.7584 (0.7); 3.7522 (0.6); 3.2380 (2.2); 3.1946 (1.9); 2.7403 (2.3); 2.7349 (0.8); 2.7233 (5.0); 2.7145 (0.8); 2.7063 (2.3); 2.7019 (1.1); 2.6874 (0.6); 2.6792 (0.6); 2.6669 (0.6); 2.1478 (16.0); 1.9410 (0.6); 1.9303 (0.6); 1.9191 (0.6); 1.9079 (0.8); 1.8949 (0.6); 1.8839 (0.5); 1.7323 (11.7); 1.5397 (11.9); 1.2565 (0.5); 0.0078 (1.9); −0.0002 (43.3); −0.0084 (2.2) I-43: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.9318 (2.2); 7.8627 (0.9); 7.8596 (1.2); 7.8558 (0.8); 7.8428 (1.0); 7.8396 (1.3); 7.8358 (0.9); 7.7125 (0.8); 7.7092 (1.2); 7.6931 (1.0); 7.6898 (1.4); 7.6866 (0.9); 7.5529 (1.2); 7.5331 (2.0); 7.5137 (0.9); 7.2606 (46.8); 7.1714 (0.7); 7.1505 (0.7); 5.9634 (0.7); 5.9595 (0.8); 5.9534 (0.8); 5.9498 (0.9); 5.9458 (1.0); 5.9397 (0.8); 5.8178 (0.8); 5.8122 (1.4); 5.8063 (0.9); 5.7984 (1.2); 5.7928 (0.6); 5.2988 (0.5); 5.0216 (0.6); 4.3439 (1.2); 4.3392 (1.4); 4.3267 (2.5); 4.3225 (2.6); 4.3098 (1.4); 4.3055 (1.4); 3.8535 (2.1); 3.8103 (2.4); 3.5565 (0.6); 3.5417 (0.6); 3.2227 (2.2); 3.1795 (2.0); 2.7944 (2.2); 2.7774 (3.9); 2.7605 (2.0); 2.5858 (0.5); 2.5647 (0.9); 2.5508 (0.7); 2.5436 (0.6); 2.5296 (1.0); 2.5085 (0.5); 2.1716 (16.0); 2.0003 (0.6); 1.9908 (1.0); 1.9814 (0.6); 1.9653 (0.5); 1.9558 (0.9); 1.9463 (0.5); 1.7403 (12.2); 1.5886 (0.6); 1.5710 (1.0); 1.5639 (1.4); 1.5534 (1.3); 1.5106 (0.7); 0.0078 (1.1); −0.0002 (25.6); −0.0083 (1.4) I-44: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.9839 (1.0); 7.9800 (2.1); 7.9768 (2.3); 7.9724 (2.1); 7.9680 (1.8); 7.9638 (0.9); 7.8961 (0.6); 7.8929 (0.8); 7.8886 (0.8); 7.8870 (0.7); 7.8784 (1.2); 7.8761 (1.5); 7.8735 (1.5); 7.8717 (1.3); 7.8688 (0.9); 7.8670 (0.8); 7.8639 (0.9); 7.8624 (0.9); 7.8588 (1.2); 7.8561 (0.9); 7.8541 (0.9); 7.8514 (0.5); 7.7823 (0.9); 7.7786 (0.9); 7.7741 (0.9); 7.7711 (1.3); 7.7674 (1.3); 7.7629 (1.2); 7.7592 (1.2); 7.7546 (1.0); 7.7517 (1.5); 7.7481 (1.3); 7.7455 (0.7); 7.6116 (0.6); 7.6096 (0.7); 7.6019 (1.1); 7.6002 (1.0); 7.5918 (1.0); 7.5898 (1.2); 7.5822 (1.7); 7.5806 (1.5); 7.5722 (0.5); 7.5702 (0.6); 7.5625 (0.8); 7.5609 (0.6); 7.2604 (26.1); 6.0432 (0.6); 6.0390 (0.8); 6.0311 (0.8); 6.0269 (0.9); 6.0207 (0.8); 6.0161 (0.9); 6.0128 (1.0); 6.0095 (1.0); 6.0063 (0.9); 6.0019 (0.5); 5.9984 (0.5); 5.9417 (0.6); 5.9361 (1.0); 5.9305 (0.6); 5.9224 (0.7); 5.8832 (0.6); 5.8724 (0.5); 5.8671 (0.9); 5.8615 (0.5); 5.8532 (0.6); 5.8263 (0.7); 5.8124 (0.6); 5.0935 (0.5); 5.0731 (0.6); 4.3466 (1.5); 4.3296 (3.4); 4.3207 (1.4); 4.3126 (1.8); 4.3042 (3.0); 4.2921 (1.4); 4.2875 (1.6); 4.2797 (1.2); 4.2751 (2.7); 4.2628 (2.2); 4.2581 (1.4); 4.2459 (1.0); 4.0552 (1.3); 4.0489 (0.8); 4.0100 (1.8); 4.0038 (1.1); 3.8038 (2.0); 3.7964 (2.3); 3.7909 (1.9); 3.7832 (0.6); 3.7769 (0.6); 3.7708 (0.5); 3.7584 (1.4); 3.7514 (1.6); 3.7459 (1.3); 3.5697 (0.6); 3.5625 (0.6); 3.5565 (0.6); 3.5485 (0.5); 2.7879 (1.6); 2.7709 (3.5); 2.7668 (2.2); 2.7606 (0.6); 2.7538 (2.0); 2.7499 (4.3); 2.7449 (1.6); 2.7399 (0.6); 2.7375 (0.7); 2.7329 (3.3); 2.7279 (2.9); 2.7162 (2.4); 2.7110 (1.6); 2.6994 (1.3); 2.5571 (0.6); 2.5216 (0.6); 2.4859 (0.7); 2.4507 (0.8); 2.1702 (12.2); 2.1518 (16.0); 2.1494 (11.5); 2.1395 (8.2); 2.0311 (0.6); 1.9993 (0.5); 1.9952 (0.7); 1.9918 (0.8); 1.9862 (0.6); 1.9642 (0.7); 1.9565 (0.7); 1.5435 (2.1); 0.0080 (1.0); −0.0002 (32.4); −0.0085 (1.2) I-45: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.2615 (55.5); 7.0637 (1.2); 7.0619 (1.3); 6.2230 (0.6); 6.2192 (0.6); 6.2168 (0.6); 6.1963 (0.7); 6.1925 (0.7); 6.1901 (0.7); 6.1799 (0.8); 6.1761 (0.8); 6.1737 (0.7); 6.1532 (0.7); 6.1494 (0.8); 6.1470 (0.7); 5.9661 (0.7); 5.9619 (0.7); 5.9598 (0.7); 5.9556 (0.6); 5.9526 (0.6); 5.9486 (0.8); 5.9460 (0.7); 5.9426 (0.6); 5.8764 (0.7); 5.8626 (0.5); 5.8130 (0.7); 5.8077 (0.6); 5.7993 (0.6); 5.7939 (0.5); 5.5628 (0.9); 5.5609 (0.9); 5.5445 (1.7); 5.5429 (1.4); 5.5197 (0.8); 5.5178 (0.8); 5.5014 (1.4); 5.4999 (1.2); 5.3271 (0.9); 5.3252 (1.2); 5.3229 (0.9); 5.3207 (0.6); 5.3116 (0.9); 5.3097 (0.9); 5.3005 (0.8); 5.2985 (1.1); 5.2961 (0.8); 5.2850 (0.7); 5.2830 (0.7); 4.3314 (0.6); 4.3247 (0.8); 4.3143 (1.0); 4.3117 (1.5); 4.3079 (1.0); 4.2968 (1.0); 4.2944 (2.6); 4.2905 (0.8); 4.2773 (1.8); 4.2646 (0.7); 4.2605 (1.3); 4.2476 (1.3); 4.2435 (0.7); 4.2305 (0.6); 3.9713 (0.5); 3.9684 (0.6); 3.9634 (1.6); 3.9283 (0.6); 3.9254 (0.7); 3.9206 (1.9); 3.3711 (0.9); 3.3670 (1.2); 3.3646 (1.1); 3.3281 (0.8); 3.3242 (1.1); 3.3217 (1.0); 2.7861 (0.9); 2.7679 (1.7); 2.7492 (2.1); 2.7354 (0.6); 2.7320 (1.0); 2.7236 (0.6); 2.7184 (1.0); 2.7064 (1.1); 2.7015 (0.6); 2.3920 (1.2); 2.3599 (1.2); 2.3284 (16.0); 2.2970 (1.0); 2.1689 (6.4); 2.1569 (1.4); 2.1481 (7.4); 2.1367 (3.5); 1.9070 (0.6); 1.8960 (0.6); 1.5661 (1.3); 0.0080 (0.8); −0.0002 (33.8); −0.0085 (1.1) I-46: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 8.1450 (4.7); 8.1413 (5.0); 8.1282 (6.6); 8.1245 (9.1); 8.1209 (3.0); 7.9796 (0.7); 7.9758 (1.8); 7.9721 (1.8); 7.9669 (1.5); 7.9633 (3.0); 7.9600 (3.0); 7.9564 (1.2); 7.2662 (12.3); 7.1688 (0.7); 7.1471 (0.7); 6.0012 (0.8); 5.9984 (1.0); 5.9950 (0.8); 5.9917 (0.9); 5.9873 (0.9); 5.9847 (0.9); 5.9811 (0.9); 5.9775 (0.7); 5.9720 (0.5); 5.9692 (0.6); 5.9618 (0.5); 5.9582 (0.6); 5.9553 (0.6); 5.9518 (0.5); 5.9175 (0.5); 5.9120 (1.0); 5.9064 (0.6); 5.8982 (0.7); 5.8748 (0.6); 5.8157 (0.9); 5.8100 (0.6); 5.8077 (0.5); 5.8019 (0.8); 5.7962 (0.7); 5.7903 (0.6); 5.3026 (3.8); 5.0153 (0.5); 4.3461 (1.0); 4.3437 (1.1); 4.3290 (2.2); 4.3271 (2.3); 4.3100 (3.0); 4.2931 (4.2); 4.2881 (1.0); 4.2763 (2.1); 4.2713 (2.4); 4.2553 (2.4); 4.2386 (0.9); 3.9830 (0.6); 3.9807 (1.2); 3.9790 (0.9); 3.8886 (0.8); 3.8811 (0.8); 3.8760 (1.6); 3.8710 (1.6); 3.8453 (0.9); 3.8377 (1.0); 3.8329 (1.8); 3.8279 (1.8); 3.5511 (0.6); 3.5482 (0.6); 3.5453 (0.7); 3.2319 (1.2); 3.2274 (1.7); 3.2162 (1.6); 3.1883 (1.0); 3.1843 (1.5); 3.1729 (1.4); 2.7962 (1.8); 2.7795 (3.4); 2.7692 (2.0); 2.7627 (1.7); 2.7524 (3.9); 2.7431 (1.1); 2.7356 (1.9); 2.7286 (1.3); 2.7262 (2.3); 2.7118 (2.4); 2.7094 (1.5); 2.6950 (1.0); 2.6887 (0.6); 2.5498 (0.6); 2.5147 (0.7); 2.4764 (0.6); 2.4414 (0.7); 2.1743 (16.0); 2.1563 (15.5); 2.1491 (9.0); 2.1371 (8.2); 2.0006 (0.6); 1.9657 (0.6); 1.9058 (0.8); 1.8964 (0.5); 1.8704 (0.6); 1.7609 (8.6); 1.7514 (7.1); 1.7452 (9.2); −0.0002 (16.4); −0.0085 (0.5) I-47: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2605 (60.6); 7.2078 (1.6); 7.1899 (1.3); 7.1664 (1.5); 6.9595 (0.9); 6.9355 (0.8); 6.2129 (0.6); 6.2090 (0.6); 6.1863 (0.7); 6.1825 (0.7); 6.1695 (0.7); 6.1661 (0.7); 6.1430 (0.8); 6.1392 (0.7); 5.9599 (0.9); 5.9538 (0.9); 5.9493 (0.8); 5.8805 (0.7); 5.8666 (0.5); 5.8247 (0.7); 5.8108 (0.6); 5.5651 (1.0); 5.5465 (1.6); 5.5220 (0.9); 5.5033 (1.5); 5.3407 (1.2); 5.3249 (1.0); 5.3137 (1.2); 5.2983 (0.8); 5.0339 (0.6); 4.3324 (0.6); 4.3269 (0.7); 4.3148 (2.2); 4.3103 (1.2); 4.2977 (2.8); 4.2803 (1.5); 4.2626 (1.0); 4.2503 (1.0); 3.9487 (2.0); 3.9059 (2.2); 3.5286 (0.6); 3.3465 (1.5); 3.3037 (1.3); 2.7854 (1.0); 2.7682 (2.7); 2.7510 (2.7); 2.7340 (1.1); 2.7195 (0.8); 2.7083 (0.8); 2.6910 (0.5); 2.5281 (0.6); 2.4887 (0.5); 2.3713 (9.5); 2.1685 (6.1); 2.1501 (6.2); 2.1372 (2.5); 1.9575 (0.5); 1.9227 (0.7); 1.9122 (0.7); 1.8765 (0.5); 1.5454 (16.0); −0.0002 (42.2); −0.0083 (2.1) I-48: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.6637 (1.7); 7.6596 (1.9); 7.6564 (2.1); 7.6525 (2.3); 7.6462 (1.8); 7.6394 (2.8); 7.6324 (1.9); 7.4360 (0.9); 7.4325 (1.3); 7.4201 (5.2); 7.4021 (2.6); 7.3898 (0.6); 7.2610 (18.1); 7.1994 (0.7); 6.2301 (1.0); 6.2264 (1.0); 6.2034 (1.1); 6.1997 (1.2); 6.1870 (1.2); 6.1833 (1.2); 6.1603 (1.3); 6.1566 (1.3); 5.9715 (0.5); 5.9656 (0.7); 5.9615 (0.6); 5.9517 (1.2); 5.9421 (0.7); 5.9381 (0.7); 5.9321 (0.6); 5.8875 (0.6); 5.8820 (1.2); 5.8763 (0.7); 5.8682 (0.8); 5.8296 (0.6); 5.8240 (1.1); 5.8182 (0.7); 5.8101 (1.0); 5.5750 (1.6); 5.5733 (1.5); 5.5565 (1.7); 5.5547 (1.6); 5.5319 (1.4); 5.5301 (1.3); 5.5133 (1.5); 5.5115 (1.3); 5.3384 (1.4); 5.3368 (1.4); 5.3229 (1.4); 5.3212 (1.3); 5.3117 (1.4); 5.3100 (1.3); 5.2962 (1.3); 5.2945 (1.3); 5.0378 (0.7); 4.3332 (1.0); 4.3272 (1.1); 4.3156 (1.7); 4.3120 (2.7); 4.2985 (1.5); 4.2950 (4.3); 4.2778 (2.1); 3.9883 (3.4); 3.9454 (3.9); 3.5256 (0.7); 3.3945 (2.1); 3.3922 (2.1); 3.3515 (1.9); 3.3492 (1.8); 2.7868 (2.0); 2.7696 (3.2); 2.7662 (2.4); 2.7525 (2.2); 2.7489 (4.0); 2.7317 (1.9); 2.5705 (0.7); 2.5567 (0.6); 2.5492 (0.6); 2.5355 (0.8); 2.5308 (0.8); 2.5170 (0.6); 2.4958 (0.8); 2.1689 (15.4); 2.1590 (1.2); 2.1466 (16.0); 2.1353 (0.6); 1.9597 (0.7); 1.9246 (0.7); 1.9104 (0.8); 1.8754 (0.7); 0.0079 (0.9); −0.0002 (23.8); −0.0085 (0.9) I-49: .sup.1H-NMR(400.6 MHz, CDCl3): δ = 7.8693 (1.1); 7.8652 (1.6); 7.8605 (1.4); 7.8544 (1.2); 7.8499 (1.8); 7.8453 (2.2); 7.8397 (1.5); 7.8362 (0.9); 7.8205 (1.3); 7.8169 (2.3); 7.8129 (1.7); 7.8086 (2.3); 7.8052 (2.7); 7.8022 (2.7); 7.7986 (1.3); 7.6894 (0.8); 7.6857 (1.6); 7.6810 (1.6); 7.6773 (2.0); 7.6742 (2.4); 7.6724 (1.9); 7.6711 (1.8); 7.6694 (2.2); 7.6661 (1.2); 7.2660 (11.8); 7.1655 (0.5); 7.1562 (0.5); 5.9961 (0.5); 5.9922 (0.8); 5.9898 (1.1); 5.9862 (0.9); 5.9832 (0.9); 5.9784 (0.9); 5.9758 (1.0); 5.9722 (1.0); 5.9694 (1.0); 5.9661 (0.6); 5.9634 (0.6); 5.9596 (0.5); 5.9560 (0.6); 5.9522 (0.6); 5.9496 (0.6); 5.9459 (0.5); 5.9125 (0.6); 5.9070 (1.0); 5.9014 (0.6); 5.8932 (0.8); 5.8720 (0.7); 5.8582 (0.6); 5.8210 (0.5); 5.8154 (1.0); 5.8097 (0.6); 5.8073 (0.5); 5.8016 (1.2); 5.7959 (1.1); 5.7819 (0.5); 5.0176 (0.6); 4.3443 (1.0); 4.3405 (1.1); 4.3272 (2.1); 4.3238 (2.3); 4.3102 (3.0); 4.3070 (1.4); 4.2932 (4.2); 4.2864 (1.2); 4.2763 (2.1); 4.2696 (2.6); 4.2539 (2.7); 4.2371 (1.2); 3.8469 (1.0); 3.8407 (1.1); 3.8375 (1.9); 3.8350 (1.9); 3.8036 (1.1); 3.7974 (1.3); 3.7944 (2.2); 3.7919 (2.2); 3.5460 (0.6); 3.5429 (0.6); 3.5400 (0.6); 3.2156 (1.4); 3.2085 (1.8); 3.1995 (1.7); 3.1722 (1.3); 3.1654 (1.6); 3.1563 (1.5); 2.7949 (1.8); 2.7780 (3.2); 2.7673 (2.0); 2.7612 (1.9); 2.7504 (4.0); 2.7421 (1.5); 2.7335 (2.0); 2.7277 (1.7); 2.7251 (2.8); 2.7109 (2.6); 2.7082 (1.5); 2.7048 (0.5); 2.6940 (1.2); 2.5553 (0.7); 2.5202 (0.7); 2.4889 (0.7); 2.4539 (0.7); 2.1727 (15.8); 2.1640 (1.3); 2.1625 (2.1); 2.1581 (2.1); 2.1529 (16.0); 2.1491 (10.0); 2.1375 (10.0); 1.9930 (0.7); 1.9580 (0.6); 1.9491 (0.6); 1.9401 (0.6); 1.9384 (0.6); 1.9022 (0.8); 1.8935 (0.6); 1.8671 (0.6); 1.7429 (9.0); 1.7339 (8.6); 1.7272 (9.5); 1.7173 (0.8); 1.7102 (0.5); 1.6139 (1.1); −0.0002 (15.1); −0.0084 (0.5) I-50: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2596 (48.0); 7.1787 (1.4); 7.1762 (1.6); 7.1730 (2.0); 7.1705 (1.7); 7.1591 (1.8); 7.1568 (1.8); 7.1534 (1.6); 6.9327 (0.6); 6.9119 (1.1); 6.8960 (0.8); 6.8935 (0.7); 6.8902 (1.3); 6.8878 (1.0); 6.8844 (0.7); 6.8684 (0.6); 6.7566 (0.8); 6.7508 (1.0); 6.7465 (0.9); 6.7406 (0.7); 6.7353 (0.8); 6.7303 (0.5); 6.1889 (1.0); 6.1822 (0.8); 6.1622 (1.1); 6.1554 (0.8); 6.1458 (1.2); 6.1391 (0.9); 6.1190 (1.3); 6.1123 (0.9); 5.5487 (1.3); 5.5473 (1.3); 5.5425 (1.7); 5.5410 (1.7); 5.5055 (1.1); 5.5042 (1.2); 5.4994 (1.5); 5.4979 (1.5); 5.3562 (1.1); 5.3459 (1.5); 5.3283 (1.1); 5.3192 (1.4); 5.3179 (1.4); 4.6241 (0.7); 4.6131 (0.8); 4.6039 (0.8); 4.5933 (0.8); 4.3458 (1.4); 4.3329 (1.6); 4.3288 (3.1); 4.3164 (3.2); 4.3118 (1.7); 4.2996 (1.5); 3.9357 (1.3); 3.9278 (1.8); 3.8926 (1.5); 3.8848 (2.1); 3.3341 (1.8); 3.3274 (1.3); 3.2910 (1.6); 3.2843 (1.2); 3.0220 (0.6); 3.0166 (0.6); 3.0033 (0.6); 2.9735 (0.5); 2.7831 (1.5); 2.7711 (2.2); 2.7660 (3.1); 2.7540 (4.2); 2.7489 (1.7); 2.7369 (2.0); 2.4401 (0.8); 2.4298 (0.7); 2.3959 (0.5); 2.1706 (11.7); 2.1591 (16.0); 0.0080 (2.0); −0.0002 (60.2); −0.0085 (2.0) I-51: .sup.1H-NMR(400.0 MHz, CDCl3): δ = 7.2634 (13.8); 7.1752 (1.3); 7.1695 (1.5); 7.1663 (0.9); 7.1586 (0.9); 7.1553 (1.5); 7.1497 (1.2); 6.9128 (0.6); 6.8969 (0.7); 6.8911 (1.1); 6.8853 (0.6); 6.8693 (0.8); 6.8636 (0.8); 6.5619 (0.6); 6.5567 (1.5); 6.5517 (1.2); 5.3007 (1.0); 5.0973 (0.5); 4.3364 (1.0); 4.3291 (1.1); 4.3195 (1.8); 4.3119 (1.6); 4.3019 (1.1); 4.2951 (1.0); 3.7969 (1.9); 3.7536 (2.2); 3.2182 (2.0); 3.1748 (1.8); 2.7633 (2.3); 2.7461 (3.5); 2.7292 (2.3); 2.5487 (0.6); 2.5319 (0.9); 2.1748 (0.8); 2.1489 (16.0); 1.7361 (0.6); 1.7243 (11.2); 1.7046 (0.6); −0.0002 (8.2) I-52: 1H-NMR(400.0 MHz, CDCl3): δ = 8.1690 (0.7); 8.1384 (5.1); 8.1347 (5.2); 7.9605 (1.4); 7.9568 (2.4); 7.9530 (1.2); 7.5198 (0.8); 7.2608 (152.9); 7.1648 (0.5); 6.9966 (0.8); 5.9835 (0.8); 5.9166 (0.6); 5.9109 (1.1); 5.9049 (0.7); 5.8970 (0.9); 5.3004 (11.8); 5.0066 (0.5); 4.4774 (1.0); 4.4601 (1.7); 4.4425 (0.9); 4.3103 (2.4); 4.2934 (4.7); 4.2766 (2.2); 3.8667 (1.7); 3.8236 (1.9); 3.7589 (0.8); 3.7441 (1.4); 3.7295 (0.8); 3.6736 (0.5); 3.6547 (0.5); 3.6341 (0.7); 3.2213 (2.0); 3.1783 (1.7); 2.9585 (2.6); 2.8863 (2.2); 2.8645 (0.6); 2.8442 (0.5); 2.8349 (1.0); 2.8249 (0.6); 2.8175 (1.6); 2.7999 (1.0); 2.7688 (2.2); 2.7520 (4.3); 2.7352 (2.1); 2.7303 (1.1); 2.7155 (1.6); 2.7009 (1.0); 2.4751 (0.8); 2.4609 (0.5); 2.4398 (0.8); 2.1843 (6.1); 2.1675 (3.9); 2.1561 (16.0); 2.1097 (6.8); 1.9044 (0.8); 1.8692 (0.7); 1.7753 (1.0); 1.7448 (10.1); 1.5625 (0.6); 0.0080 (2.4); −0.0002 (94.7); −0.0085 (2.8) I-54: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2623 (24.5); 7.0310 (0.8); 7.0161 (0.8); 7.0108 (0.8); 7.0039 (1.1); 7.0022 (1.1); 6.9985 (1.2); 6.9953 (1.1); 6.7992 (0.9); 6.7943 (1.0); 6.7885 (0.8); 5.9734 (0.5); 5.9700 (0.6); 5.9659 (0.9); 5.9595 (0.7); 5.9541 (0.6); 5.8935 (0.9); 5.8796 (0.6); 5.8738 (0.8); 5.8680 (0.9); 5.8620 (0.5); 5.8541 (0.7); 5.2999 (0.6); 4.3023 (1.5); 4.2851 (3.1); 4.2678 (1.7); 4.2651 (1.5); 4.2480 (2.9); 4.2309 (1.4); 3.8306 (1.2); 3.8234 (1.3); 3.8100 (16.0); 3.7874 (1.4); 3.7803 (1.5); 3.2353 (1.3); 3.2279 (1.4); 3.1920 (1.2); 3.1848 (1.2); 2.7592 (1.6); 2.7420 (2.8); 2.7242 (2.4); 2.7067 (2.9); 2.6896 (1.4); 2.5276 (0.6); 2.4928 (0.6); 2.3415 (7.4); 2.1822 (1.2); 2.1569 (1.0); 2.1506 (1.1); 2.1420 (10.8); 2.1366 (11.0); 1.8780 (0.5); 1.8430 (0.5); 1.7056 (6.9); 1.6980 (7.5); −0.0002 (15.3) I-55: 1H-NMR(400.6 MHz, CDCl3): δ = 7.5382 (5.0); 7.5335 (5.4); 7.4170 (1.3); 7.4123 (2.4); 7.4076 (1.2); 7.2605 (45.9); 7.2572 (1.2); 7.2556 (0.8); 7.2548 (0.6); 6.1968 (0.9); 6.1700 (1.1); 6.1537 (1.1); 6.1270 (1.1); 5.9657 (0.6); 5.9620 (0.6); 5.9594 (0.6); 5.9557 (0.6); 5.8901 (0.5); 5.8845 (1.0); 5.8789 (0.6); 5.8707 (0.8); 5.5448 (1.6); 5.5432 (1.6); 5.5017 (1.4); 5.5001 (1.4); 5.3411 (1.4); 5.3396 (1.3); 5.3144 (1.3); 5.3129 (1.3); 4.3177 (1.9); 4.3007 (4.2); 4.2837 (2.1); 3.9436 (1.7); 3.9007 (1.9); 3.7377 (0.6); 3.3251 (1.7); 3.2821 (1.5); 2.7706 (1.9); 2.7536 (3.8); 2.7366 (1.8); 2.5093 (0.7); 2.4744 (0.8); 2.1538 (16.0); 2.1384 (1.0); 2.0455 (0.5); 1.9217 (0.6); 1.8867 (0.6); 1.5431 (14.9); 0.0080 (1.4); −0.0002 (55.4); −0.0085 (1.7) I-56: 1H-NMR(400.6 MHz, CDCl3): δ = 7.2612 (20.7); 7.2196 (0.8); 7.2180 (1.2); 7.2162 (1.3); 7.2145 (1.0); 7.2126 (0.8); 7.1983 (0.7); 7.1937 (0.8); 7.1704 (0.9); 6.9583 (0.5); 6.2093 (1.0); 6.1826 (1.1); 6.1662 (1.2); 6.1395 (1.2); 5.9693 (0.6); 5.9673 (0.5); 5.9596 (0.6); 5.9557 (0.7); 5.9534 (0.7); 5.9495 (0.6); 5.8864 (0.6); 5.8808 (1.1); 5.8752 (0.6); 5.8670 (0.8); 5.5468 (1.8); 5.5450 (1.8); 5.5038 (1.6); 5.5020 (1.6); 5.3265 (1.3); 5.3247 (1.3); 5.2998 (1.3); 5.2980 (1.3); 4.3150 (2.2); 4.2979 (4.4); 4.2807 (2.2); 4.2504 (0.8); 3.9492 (1.9); 3.9064 (2.1); 3.3477 (1.6); 3.3048 (1.4); 2.7683 (2.4); 2.7512 (4.0); 2.7340 (1.9); 2.7083 (0.8); 2.5237 (0.7); 2.5099 (0.5); 2.4888 (0.8); 2.3728 (6.3); 2.3716 (6.3); 2.1686 (2.0); 2.1503 (16.0); 2.1373 (3.2); 1.9121 (0.7); 1.8770 (0.6); 1.5554 (6.5); 0.0080 (0.8); 0.0030 (0.5); 0.0023 (0.9); −0.0002 (26.8); −0.0027 (1.5); −0.0084 (0.9) I-57: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2621 (34.8); 7.2212 (1.1); 5.9803 (0.5); 5.9766 (0.5); 5.9740 (0.5); 5.9052 (0.9); 5.8995 (0.5); 5.8914 (0.7); 5.3007 (1.6); 4.4610 (0.8); 4.3041 (1.6); 4.2871 (3.3); 4.2700 (1.7); 4.0270 (1.1); 3.9972 (2.0); 3.9396 (1.9); 3.9187 (3.6); 3.9098 (1.0); 3.7590 (2.6); 3.7444 (4.5); 3.7297 (2.7); 3.6980 (1.7); 3.6341 (0.5); 3.5582 (1.6); 3.5142 (1.2); 2.9586 (3.4); 2.8854 (2.8); 2.8641 (0.5); 2.8182 (0.8); 2.7590 (1.6); 2.7419 (3.1); 2.7300 (2.4); 2.7248 (1.7); 2.7153 (3.9); 2.7007 (2.3); 2.5046 (0.6); 2.4695 (0.6); 2.3797 (5.5); 2.1826 (2.6); 2.1674 (3.3); 2.1442 (12.1); 2.1387 (0.9); 2.1097 (16.0); 1.9380 (0.6); 1.9029 (0.6); 1.4321 (1.3); −0.0002 (21.4); −0.0085 (0.7) I-58: 1H-NMR(400.6 MHz, CDCl3): δ = 7.7293 (0.8); 7.7258 (1.8); 7.7223 (1.1); 7.6590 (0.5); 7.6553 (0.6); 7.6528 (0.6); 7.6491 (0.5); 7.6367 (0.6); 7.6331 (0.6); 7.6306 (0.6); 7.6269 (0.5); 7.5200 (0.5); 7.4501 (0.6); 7.4467 (0.6); 7.4439 (0.6); 7.4406 (0.6); 7.4310 (0.6); 7.4277 (0.6); 7.4248 (0.6); 7.4216 (0.5); 7.2900 (0.5); 7.2615 (91.8); 7.2543 (1.0); 7.2512 (0.6); 5.9961 (0.6); 5.9927 (0.6); 5.9897 (0.6); 5.9862 (0.6); 5.9187 (0.6); 5.9132 (1.0); 5.9076 (0.6); 5.8994 (0.8); 4.4602 (0.8); 4.3038 (1.9); 4.2870 (4.3); 4.2701 (2.1); 4.0242 (0.9); 3.9940 (2.7); 3.9714 (2.5); 3.9411 (0.8); 3.7594 (2.0); 3.7536 (1.3); 3.7449 (3.3); 3.7301 (2.1); 3.7097 (1.9); 3.5946 (1.8); 3.5506 (1.4); 2.9603 (1.0); 2.8877 (1.0); 2.8862 (1.0); 2.8177 (0.8); 2.7620 (2.0); 2.7452 (4.1); 2.7304 (2.4); 2.7284 (2.2); 2.7157 (3.2); 2.7012 (2.0); 2.4785 (0.7); 2.4434 (0.7); 2.1844 (3.0); 2.1676 (0.9); 2.1554 (0.9); 2.1504 (16.0); 2.1452 (0.8); 2.1098 (14.6); 1.9546 (0.7); 1.9195 (0.6); 0.0080 (1.4); −0.0002 (57.4); −0.0066 (0.9); −0.0085 (1.8) I-59: 1H-NMR(400.6 MHz, CDCl3): δ = 7.2617 (20.3); 7.2147 (0.9); 7.2128 (1.2); 7.2111 (1.6); 7.2093 (1.8); 7.2075 (1.5); 7.2058 (1.3); 7.1843 (0.9); 7.1630 (0.7); 6.9582 (0.5); 6.9563 (0.6); 6.9544 (0.6); 6.9331 (0.5); 6.9312 (0.5); 5.9641 (0.6); 5.9602 (0.7); 5.9580 (0.7); 5.9541 (0.7); 5.9024 (0.6); 5.8968 (1.2); 5.8912 (0.6); 5.8831 (0.9); 5.3005 (2.3); 4.3548 (0.5); 4.3378 (1.1); 4.3208 (0.6); 4.3059 (2.4); 4.2888 (4.6); 4.2717 (2.3); 3.8103 (1.9); 3.7672 (2.2); 3.2413 (0.6); 3.2115 (2.0); 3.1684 (1.7); 2.8175 (0.6); 2.7743 (0.6); 2.7616 (2.2); 2.7572 (1.2); 2.7445 (3.8); 2.7402 (0.7); 2.7274 (1.9); 2.5374 (0.5); 2.5164 (0.8); 2.5027 (0.5); 2.4816 (0.8); 2.3802 (2.6); 2.3790 (2.7); 2.3726 (7.1); 2.3715 (7.0); 2.1866 (0.5); 2.1842 (1.4); 2.1810 (0.6); 2.1706 (1.4); 2.1679 (1.0); 2.1576 (5.5); 2.1454 (16.0); 2.1415 (2.5); 1.8852 (0.7); 1.8504 (0.6); 1.7570 (2.1); 1.7463 (1.6); 1.7297 (0.8); 1.7183 (1.2); 1.7035 (10.7); 1.2711 (0.7); 1.2546 (1.6); 0.8817 (0.6); 0.0080 (0.7); −0.0002 (27.7); −0.0085 (0.9) I-60: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2606 (82.8); 7.1980 (1.1); 7.1925 (1.4); 7.1781 (1.4); 7.1726 (1.1); 6.9208 (0.5); 6.9048 (0.6); 6.8991 (1.0); 5.9951 (0.6); 5.9917 (0.5); 5.9875 (0.7); 5.9813 (0.7); 5.9777 (0.6); 5.9146 (0.7); 5.9091 (1.2); 5.9034 (0.7); 5.8954 (0.9); 4.3062 (2.1); 4.2892 (4.5); 4.2722 (2.2); 4.0207 (1.3); 3.9906 (3.0); 3.9497 (2.8); 3.9197 (1.2); 3.7254 (1.5); 3.6815 (2.4); 3.5553 (2.5); 3.5114 (1.4); 2.7611 (2.2); 2.7441 (4.4); 2.7271 (2.1); 2.4940 (0.8); 2.4800 (0.5); 2.4590 (0.9); 2.1844 (0.6); 2.1471 (16.0); 2.1096 (0.9); 1.9507 (0.8); 1.9153 (0.8); 0.0080 (1.2); −0.0002 (51.1); −0.0085 (1.6) I-61: 1H-NMR(400.0 MHz, CDCl3): δ = 7.3972 (1.7); 7.3796 (3.0); 7.3698 (3.3); 7.2610 (57.0); 7.1376 (0.8); 7.1153 (0.5); 5.9630 (0.8); 5.9527 (0.9); 5.9242 (0.6); 5.9186 (1.2); 5.9123 (1.1); 5.9055 (0.9); 5.8985 (0.7); 4.5918 (0.8); 4.5784 (1.3); 4.5617 (1.2); 4.5569 (0.7); 4.5512 (0.8); 4.5461 (0.8); 4.5349 (0.7); 4.5244 (0.6); 3.8427 (2.0); 3.7994 (2.3); 3.5558 (0.6); 3.4914 (1.4); 3.2295 (1.5); 3.2257 (1.4); 3.1863 (1.4); 3.1825 (1.3); 3.1250 (0.6); 3.0621 (0.6); 3.0486 (0.6); 3.0420 (0.7); 3.0363 (0.6); 3.0286 (0.6); 3.0234 (0.8); 3.0099 (0.7); 2.9965 (0.7); 2.6809 (0.8); 2.6725 (9.6); 2.6497 (9.6); 2.5245 (1.0); 2.5109 (0.6); 2.5032 (0.6); 2.4893 (1.1); 2.4681 (0.6); 2.0925 (1.2); 2.0449 (0.6); 1.8979 (0.7); 1.8629 (0.7); 1.7266 (0.7); 1.7103 (9.3); 1.7089 (9.4); 1.5621 (16.0); 0.0079 (2.1); −0.0002 (70.2); −0.0086 (2.0) I-62: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2685 (57.4); 7.2551 (2.7); 7.2418 (1.6); 7.2104 (0.6); 7.1843 (0.9); 6.9734 (0.7); 6.9502 (0.6); 5.9860 (0.7); 5.9825 (0.7); 5.9898 (0.7); 5.9863 (0.7); 5.9773 (0.7); 5.9419 (1.2); 5.9465 (0.8); 5.9281 (0.8); 5.9227 (0.5); 4.3117 (1.8); 4.2947 (4.2); 4.2778 (2.2); 4.2749 (1.2); 4.2578 (0.5); 3.8787 (1.8); 3.8733 (0.6); 3.8234 (2.1); 3.8230 (1.5); 3.3875 (2.0); 3.3728 (14.5); 3.3660 (2.6); 3.3588 (4.0); 3.3407 (2.0); 3.3430 (0.5); 2.7666 (2.1); 2.7496 (4.3); 2.7452 (0.7); 2.7327 (2.2); 2.7282 (1.1); 2.5696 (0.8); 2.5354 (0.5); 2.5143 (0.9); 2.3806 (14); 2.1541 (16.0); 2.1511 (4.6); 2.0158 (0.8); 1.9805 (0.7); 1.5498 (3.8); 0.0080 (0.6); −0.0002 (25.9); −0.0085 (0.9) I-63: 1H-NMR(400.0 MHz, CDCl3): δ = 8.2663 (2.3); 8.0074 (0.6); 8.0014 (0.9); 7.9955 (1.0); 7.9878 (0.8); 7.9816 (0.9); 7.9757 (1.0); 7.9700 (0.6); 7.7651 (0.7); 7.7617 (0.7); 7.7593 (0.7); 7.7557 (0.6); 7.7384 (1.0); 7.2645 (58.1); 5.9964 (0.7); 5.9923 (0.9); 5.9865 (0.8); 5.9821 (0.7); 5.9784 (0.7); 5.9755 (0.7); 5.9719 (0.6); 5.9181 (0.6); 5.9126 (1.1); 5.9069 (0.7); 5.8990 (0.8); 5.8933 (0.6); 5.8767 (0.8); 5.8629 (0.7); 4.3110 (2.0); 4.2941 (4.1); 4.2772 (2.0); 4.2692 (1.4); 4.2521 (2.6); 4.2352 (1.2); 4.1882 (0.5); 4.1704 (0.5); 3.9064 (1.0); 3.8959 (1.6); 3.8630 (1.1); 3.8527 (1.8); 3.7599 (0.7); 3.7453 (0.9); 3.7306 (0.6); 3.4280 (1.0); 3.3888 (0.5); 3.2715 (1.3); 3.2651 (2.1); 3.2281 (1.2); 3.2218 (1.8); 3.1307 (1.4); 3.1201 (1.7); 3.1095 (1.9); 3.1019 (1.9); 3.0914 (1.8); 3.0737 (0.6); 3.0189 (1.0); 3.0114 (0.7); 2.9820 (1.0); 2.7665 (2.0); 2.7495 (3.8); 2.7325 (1.9); 2.7257 (1.6); 2.7155 (0.9); 2.7087 (2.7); 2.7009 (0.6); 2.6917 (1.4); 2.4904 (0.7); 2.4555 (0.8); 2.1830 (0.5); 2.1548 (2.3); 2.1510 (16.0); 2.1352 (9.4); 2.1102 (3.1); 1.9072 (0.8); 1.8725 (0.6); 1.8009 (0.7); 1.7745 (1.5); 1.7590 (0.7); 1.7510 (6.7); 1.7443 (11.2); 1.7281 (1.8); 1.7180 (0.6); 1.6397 (0.6); 1.4372 (5.4); 1.4190 (11.5); 1.4006 (5.3); 1.2987 (0.6); 1.2808 (1.3); 1.2630 (0.7); 0.0080 (0.7); −0.0002 (32.8); −0.0085 (1.1) I-64: 1H-NMR(400.6 MHz, CDCl3): δ = 7.2615 (20.3); 7.1826 (1.4); 7.1769 (1.6); 7.1738 (0.9); 7.1659 (0.8); 7.1627 (1.4); 7.1570 (1.1); 6.8808 (0.6); 6.8750 (1.0); 5.9694 (0.6); 5.9656 (0.6); 5.9632 (0.6); 5.9594 (0.6); 5.9083 (0.6); 5.9028 (1.1); 5.8972 (0.6); 5.8890 (0.8); 4.3459 (0.5); 4.3363 (1.3); 4.3353 (1.2); 4.3198 (2.7); 4.3192 (2.7); 4.3033 (1.5); 3.7991 (1.8); 3.7588 (0.7); 3.7560 (2.3); 3.7500 (16.0); 3.3116 (0.8); 3.2832 (8.9); 3.1946 (1.9); 3.1514 (1.6); 2.9293 (2.4); 2.9130 (4.4); 2.8967 (1.9); 2.5098 (0.7); 2.4959 (0.5); 2.4748 (0.8); 1.9028 (0.7); 1.8678 (0.7); 1.7101 (10.2); 0.0080 (0.7); −0.0002 (27.8); −0.0085 (0.8) I-65: 1H-NMR(400.0 MHz, CDCl3): δ = 7.7307 (1.2); 7.7274 (2.3); 7.7241 (1.3); 7.6600 (0.6); 7.6540 (0.8); 7.6503 (0.6); 7.6377 (0.6); 7.6340 (0.7); 7.6317 (0.7); 7.6279 (0.6); 7.4492 (0.6); 7.4459 (0.7); 7.4431 (0.7); 7.4397 (0.6); 7.4301 (0.7); 7.4269 (0.7); 7.4240 (0.6); 7.4208 (0.6); 7.2615 (13.2); 6.0091 (0.5); 6.0056 (0.6); 6.0028 (0.6); 5.9993 (0.6); 5.9954 (0.7); 5.9920 (0.8); 5.9890 (0.8); 5.9856 (0.7); 5.9063 (0.7); 5.9007 (1.2); 5.8951 (0.7); 5.8870 (1.0); 5.8814 (0.5); 5.3005 (1.0); 5.0240 (0.5); 4.8560 (0.6); 4.8306 (1.2); 4.7789 (1.1); 4.7535 (0.6); 4.7381 (0.6); 4.7127 (1.2); 4.6621 (1.2); 4.6368 (0.6); 4.3035 (2.3); 4.2866 (4.8); 4.2697 (2.4); 3.7287 (0.8); 3.7240 (0.8); 3.6851 (1.1); 3.6803 (1.1); 3.5152 (2.0); 3.4716 (1.4); 2.7610 (2.3); 2.7442 (4.6); 2.7273 (2.2); 2.4810 (0.8); 2.4667 (0.6); 2.4458 (0.9); 2.2029 (0.5); 2.1490 (16.0); 2.1436 (0.9); 1.9476 (0.9); 1.9124 (0.8); 1.5548 (7.7); −0.0002 (17.7); −0.0084 (0.6) I-66: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2662 (24.6); 7.1916 (0.8); 7.1793 (1.8); 7.1768 (2.5); 7.1736 (3.0); 7.1713 (3.0); 7.1596 (2.8); 7.1572 (3.1); 7.1540 (2.7); 7.1393 (0.6); 7.1337 (0.6); 6.9046 (0.7); 6.9017 (0.7); 6.8887 (0.8); 6.8829 (1.4); 6.8800 (1.4); 6.8742 (0.7); 6.8612 (0.7); 6.8583 (0.7); 5.9794 (0.6); 5.9733 (1.1); 5.9695 (1.1); 5.9660 (1.1); 5.9595 (1.6); 5.9558 (1.7); 5.9498 (0.9); 5.9235 (0.8); 5.9180 (2.2); 5.9124 (2.2); 5.9043 (1.4); 5.8986 (1.4); 5.8929 (0.5); 5.3017 (11.0); 5.0319 (0.7); 5.0192 (0.6); 5.0160 (0.6); 4.6187 (0.6); 4.6016 (1.2); 4.5882 (1.9); 4.5837 (1.0); 4.5747 (0.9); 4.5704 (2.2); 4.5636 (1.0); 4.5564 (1.6); 4.5527 (1.3); 4.5500 (1.0); 4.5420 (1.0); 4.5371 (1.0); 4.5313 (1.0); 3.8153 (4.1); 3.7721 (4.8); 3.5612 (0.8); 3.5549 (0.8); 3.5486 (0.8); 3.5460 (0.8); 3.5396 (0.8); 3.5339 (0.8); 3.1987 (2.4); 3.1945 (2.4); 3.1554 (2.2); 3.1513 (2.2); 3.1141 (1.0); 3.1011 (0.7); 3.0928 (0.8); 3.0795 (0.7); 3.0633 (1.0); 3.0498 (1.8); 3.0440 (1.2); 3.0362 (1.9); 3.0309 (1.0); 3.0226 (1.7); 3.0114 (1.1); 2.9988 (0.9); 2.9884 (0.6); 2.9773 (0.6); 2.6781 (15.6); 2.6630 (16.0); 2.6432 (1.1); 2.5399 (0.6); 2.5191 (1.3); 2.5045 (0.8); 2.4984 (0.8); 2.4839 (1.5); 2.4626 (0.7); 2.0695 (1.0); 2.0455 (1.4); 1.9112 (0.6); 1.9026 (1.3); 1.8931 (0.8); 1.8756 (0.6); 1.8675 (1.2); 1.8577 (0.7); 1.7124 (15.3); 1.7106 (15.3); 1.2597 (0.9); −0.0002 (15.2) I-66: 1H-NMR(400.6 MHz, CDCl3): δ = 7.2641 (37.1); 7.1916 (0.6); 7.1893 (0.6); 7.1790 (1.6); 7.1765 (2.2); 7.1734 (2.7); 7.1710 (2.6); 7.1594 (2.4); 7.1569 (2.7); 7.1538 (2.3); 7.1514 (1.8); 7.1389 (0.6); 7.1335 (0.5); 6.9047 (0.6); 6.9017 (0.6); 6.8888 (0.7); 6.8857 (0.8); 6.8830 (1.2); 6.8800 (1.2); 6.8773 (0.7); 6.8742 (0.6); 6.8613 (0.6); 6.8583 (0.6); 5.9729 (1.0); 5.9692 (1.0); 5.9656 (1.0); 5.9618 (1.0); 5.9591 (1.4); 5.9554 (1.5); 5.9495 (0.8); 5.9233 (0.8); 5.9178 (2.0); 5.9121 (2.0); 5.9040 (1.3); 5.8984 (1.3); 5.8927 (0.5); 5.3014 (9.6); 5.0341 (0.5); 5.0314 (0.6); 5.0280 (0.5); 5.0222 (0.5); 5.0188 (0.6); 5.0156 (0.6); 4.6184 (0.6); 4.6012 (1.1); 4.5880 (1.7); 4.5835 (0.9); 4.5746 (0.8); 4.5702 (1.9); 4.5634 (0.9); 4.5563 (1.5); 4.5525 (1.1); 4.5496 (0.9); 4.5417 (0.9); 4.5369 (0.9); 4.5310 (0.9); 3.8145 (3.9); 3.7714 (4.4); 3.5611 (0.6); 3.5548 (0.7); 3.5485 (0.7); 3.5458 (0.7); 3.5426 (0.7); 3.5397 (0.7); 3.5333 (0.7); 3.1982 (2.2); 3.1940 (2.3); 3.1550 (2.0); 3.1508 (2.0); 3.1470 (0.6); 3.1125 (0.9); 3.0996 (0.6); 3.0913 (0.7); 3.0780 (0.6); 3.0614 (0.9); 3.0481 (1.0); 3.0461 (1.1); 3.0420 (1.1); 3.0326 (1.6); 3.0289 (1.0); 3.0191 (1.4); 3.0076 (1.0); 3.0056 (0.9); 2.9947 (0.8); 2.9846 (0.6); 2.9736 (0.6); 2.9717 (0.5); 2.6763 (15.1); 2.6613 (16.0); 2.6415 (1.0); 2.5393 (0.5); 2.5183 (1.1); 2.5042 (0.7); 2.4969 (0.6); 2.4834 (1.3); 2.4621 (0.6); 2.0775 (1.0); 2.0457 (0.8); 1.9107 (0.6); 1.9021 (1.1); 1.8926 (0.7); 1.8752 (0.5); 1.8669 (1.0); 1.8574 (0.6); 1.7187 (1.2); 1.7125 (13.2); 1.7104 (13.6); 1.6259 (0.9); 1.2597 (0.6); 0.0080 (0.6); −0.0002 (25.7); −0.0085 (0.9) I-67: 1H-NMR(400.0 MHz, CDCl3): δ = 7.4822 (1.5); 7.4315 (0.8); 7.4125 (1.0); 7.3102 (0.7); 7.2911 (1.6); 7.2721 (1.1); 7.2621 (10.3); 7.2443 (1.1); 7.2247 (0.9); 5.9723 (0.5); 5.9663 (0.6); 5.9623 (0.6); 5.9585 (0.8); 5.9527 (0.9); 5.9485 (0.8); 5.8999 (0.7); 5.8943 (1.3); 5.8887 (0.7); 5.8863 (0.6); 5.8806 (1.0); 5.8749 (0.6); 4.3016 (2.2); 4.2844 (4.4); 4.2672 (2.3); 3.8379 (1.9); 3.7948 (2.2); 3.4904 (0.8); 3.2419 (2.2); 3.1988 (1.9); 2.7581 (2.3); 2.7408 (4.1); 2.7236 (2.1); 2.5235 (0.8); 2.5099 (0.6); 2.4886 (0.9); 2.3736 (8.1); 2.1804 (0.7); 2.1567 (0.9); 2.1416 (16.0); 2.1353 (1.3); 2.0447 (1.6); 1.8758 (0.8); 1.8409 (0.8); 1.7089 (1.0); 1.7021 (11.9); 1.5892 (3.8); 1.2771 (0.5); 1.2669 (0.9); 1.2592 (1.0); −0.0002 (11.7) I-68: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2620 (31.6); 6.9767 (0.8); 6.9722 (0.7); 6.9555 (0.9); 6.9524 (1.0); 6.9497 (1.0); 6.9462 (0.7); 6.9273 (0.8); 6.9238 (0.8); 6.6997 (0.6); 6.6946 (0.6); 6.6892 (0.7); 6.6739 (0.6); 6.6688 (0.6); 6.6633 (0.7); 5.9787 (0.7); 5.9729 (0.8); 5.9686 (0.6); 5.8982 (0.8); 5.8844 (0.6); 5.8695 (0.7); 5.8556 (0.6); 5.3003 (2.5); 4.4347 (0.6); 4.3061 (1.4); 4.2890 (2.9); 4.2718 (1.6); 4.2678 (1.2); 4.2508 (2.3); 4.2337 (1.2); 3.8242 (16.0); 3.8066 (1.0); 3.7998 (1.3); 3.7634 (1.2); 3.7567 (1.5); 3.2135 (1.1); 3.2054 (1.3); 3.1702 (1.0); 3.1623 (1.2); 2.7620 (1.3); 2.7449 (2.7); 2.7276 (1.8); 2.7087 (2.2); 2.6916 (1.1); 2.5197 (0.5); 2.4848 (0.6); 2.1826 (1.6); 2.1574 (0.9); 2.1508 (1.6); 2.1452 (9.5); 2.1374 (8.4); 1.7112 (5.7); 1.7040 (7.1); 1.5648 (0.8); −0.0002 (19.4); −0.0085 (0.6) I-69: 1H-NMR(400.0 MHz, CDCl3): δ = 7.7285 (1.4); 7.7251 (2.7); 7.7218 (1.6); 7.6804 (0.6); 7.6743 (0.9); 7.6706 (0.7); 7.6581 (0.6); 7.6543 (0.7); 7.6520 (0.8); 7.6483 (0.7); 7.4487 (0.8); 7.4454 (0.8); 7.4425 (0.7); 7.4391 (0.6); 7.4296 (0.8); 7.4263 (0.8); 7.4234 (0.7); 7.4202 (0.6); 7.2613 (20.3); 5.9960 (0.7); 5.9925 (0.7); 5.9898 (0.7); 5.9863 (0.7); 5.9473 (0.7); 5.9419 (1.2); 5.9365 (0.8); 5.9281 (0.8); 5.9227 (0.5); 4.3117 (1.8); 4.2947 (4.2); 4.2778 (2.2); 4.2749 (1.2); 4.2578 (0.5); 3.8987 (1.8); 3.8933 (0.6); 3.8534 (2.1); 3.7330 (1.5); 3.3775 (2.0); 3.3728 (14.5); 3.3660 (2.6); 3.3588 (4.0); 3.3207 (2.0); 3.3130 (0.5); 2.7666 (2.1); 2.7496 (4.3); 2.7452 (0.7); 2.7327 (2.2); 2.7282 (1.1); 2.5496 (0.8); 2.5354 (0.5); 2.5143 (0.9); 2.1541 (16.0); 2.1511 (4.6); 2.0158 (0.8); 1.9805 (0.7); 1.5498 (3.8); 0.0080 (0.6); −0.0002 (25.9); −0.0085 (0.9) I-70: 1H-NMR(400.6 MHz, CDCl3): δ = 7.2626 (36.5); 7.2038 (1.0); 7.1981 (1.3); 7.1949 (0.7); 7.1873 (0.8); 7.1841 (1.3); 7.1784 (1.1); 6.9010 (0.6); 6.8952 (1.0); 5.9807 (0.6); 5.9772 (0.6); 5.9745 (0.6); 5.9709 (0.6); 5.9129 (0.6); 5.9074 (1.1); 5.9018 (0.6); 5.8936 (0.8); 4.2980 (1.6); 4.2811 (3.8); 4.2642 (1.9); 3.9136 (1.8); 3.9064 (2.0); 3.6080 (2.8); 3.6006 (3.1); 2.7556 (2.0); 2.7387 (4.0); 2.7217 (1.9); 2.4994 (0.8); 2.4853 (0.5); 2.4643 (0.8); 2.1415 (16.0); 1.9369 (0.7); 1.9019 (0.6); 1.5994 (0.7); 0.0080 (0.6); −0.0002 (20.8); −0.0085 (0.6) I-72: 1H-NMR(400.6 MHz, CDCl3): δ = 7.8684 (1.2); 7.8644 (2.0); 7.8596 (1.4); 7.8193 (1.4); 7.8157 (2.5); 7.8120 (1.3); 7.6766 (1.3); 7.6730 (1.6); 7.6718 (1.5); 7.6682 (1.2); 7.2626 (23.9); 7.2584 (0.7); 7.2576 (0.6); 5.9888 (0.5); 5.9862 (0.5); 5.9825 (0.5); 5.9787 (0.6); 5.9750 (0.7); 5.9724 (0.7); 5.9688 (0.7); 5.9121 (0.6); 5.9066 (1.2); 5.9010 (0.7); 5.8986 (0.5); 5.8929 (0.9); 5.3011 (1.9); 4.3103 (2.3); 4.2933 (4.6); 4.2765 (2.2); 3.8342 (1.8); 3.7911 (2.0); 3.2066 (1.8); 3.1634 (1.6); 2.7672 (2.1); 2.7503 (4.2); 2.7334 (2.0); 2.4884 (0.8); 2.4744 (0.5); 2.4534 (0.8); 2.2016 (0.8); 2.1624 (1.0); 2.1609 (1.0); 2.1576 (0.8); 2.1528 (16.0); 2.1478 (1.5); 1.9017 (0.8); 1.8667 (0.7); 1.7271 (9.9); 1.5705 (0.7); −0.0002 (15.2); −0.0028 (1.0); −0.0085 (0.6) I-74: 1H-NMR(400.0 MHz, CDCl3): δ = 7.2630 (5.1); 7.2001 (1.2); 7.1944 (1.4); 7.1912 (0.8); 7.1835 (0.8); 7.1804 (1.4); 7.1747 (1.2); 6.9200 (0.5); 6.9042 (0.6); 6.8984 (1.0); 6.8767 (0.5); 5.9972 (0.5); 5.9945 (0.5); 5.9908 (0.5); 5.9871 (0.6); 5.9835 (0.7); 5.9807 (0.7); 5.9771 (0.6); 5.9026 (0.6); 5.8970 (1.1); 5.8913 (0.6); 5.8890 (0.6); 5.8832 (0.9); 5.3008 (5.7); 4.8529 (0.7); 4.8277 (1.1); 4.7588 (1.0); 4.7345 (1.0); 4.7100 (1.2); 4.6418 (1.1); 4.6166 (0.7); 4.3051 (2.2); 4.2881 (4.5); 4.2711 (2.3); 3.6983 (0.8); 3.6936 (0.7); 3.6547 (1.1); 3.6500 (1.1); 3.4735 (1.9); 3.4299 (1.3); 2.7598 (2.2); 2.7428 (4.4); 2.7258 (2.1); 2.4971 (0.8); 2.4830 (0.5); 2.4620 (0.9); 2.1456 (16.0); 1.9437 (0.8); 1.9086 (0.7); −0.0002 (6.8) I-75: 1H-NMR(400.6 MHz, CDCl3): δ = 7.4453 (0.6); 7.4418 (1.1); 7.4382 (0.7); 7.4368 (0.7); 7.3350 (0.6); 7.3331 (0.8); 7.3313 (1.2); 7.3295 (1.2); 7.3276 (0.9); 7.3257 (0.7); 7.2612 (30.8); 7.2215 (1.2); 7.2182 (0.9); 7.2164 (0.7); 5.9638 (0.5); 5.9599 (0.6); 5.9577 (0.6); 5.9538 (0.6); 5.9023 (0.6); 5.8967 (1.0); 5.8911 (0.6); 5.8829 (0.8); 4.3056 (2.0); 4.2885 (4.1); 4.2714 (2.0); 3.8098 (1.6); 3.7667 (1.8); 3.7591 (0.6); 3.7446 (0.9); 3.7299 (0.6); 3.2064 (1.8); 3.1634 (1.6); 2.7618 (1.9); 2.7447 (3.5); 2.7302 (1.2); 2.7276 (1.8); 2.7155 (1.5); 2.7010 (1.0); 2.5124 (0.7); 2.4775 (0.7); 2.3569 (5.9); 2.3555 (6.0); 2.1842 (0.7); 2.1809 (0.5); 2.1709 (0.6); 2.1578 (0.9); 2.1540 (1.4); 2.1461 (16.0); 2.1096 (7.0); 1.8845 (0.6); 1.8496 (0.6); 1.7268 (0.9); 1.7025 (9.4); 1.2545 (0.6); 0.0080 (0.8); 0.0023 (1.0); −0.0002 (31.2); −0.0050 (0.6); −0.0059 (0.6); −0.0067 (0.5); −0.0084 (1.1) I-76: 1H-NMR(599.6 MHz, CDCl3): δ = 7.2610 (50.0); 7.1969 (3.7); 7.1787 (1.9); 7.1634 (1.8); 7.1493 (0.7); 7.1341 (0.6); 6.9565 (1.6); 6.9421 (1.6); 5.9694 (0.7); 5.9655 (0.9); 5.9625 (1.3); 5.9600 (1.7); 5.9580 (1.8); 5.9561 (1.7); 5.9535 (1.7); 5.9505 (1.2); 5.9467 (0.9); 5.9175 (0.9); 5.9138 (1.6); 5.9104 (1.6); 5.9072 (1.9); 5.9045 (1.7); 5.8979 (1.2); 5.8942 (0.6); 5.0469 (0.4); 5.0323 (0.9); 5.0162 (0.8); 4.6102 (0.4); 4.6012 (0.8); 4.5900 (1.0); 4.5844 (0.9); 4.5810 (1.7); 4.5725 (1.5); 4.5643 (1.8); 4.5559 (1.6); 4.5484 (1.3); 4.5424 (1.7); 4.5347 (1.8); 4.5279 (1.4); 4.5222 (0.8); 4.5144 (0.8); 4.5074 (0.4); 4.1398 (0.4); 4.1279 (1.3); 4.1160 (1.3); 4.1041 (0.4); 3.8196 (3.0); 3.8184 (3.0); 3.7908 (3.4); 3.7897 (3.3); 3.5459 (1.1); 3.5353 (1.1); 3.2042 (2.5); 3.2005 (2.5); 3.1755 (2.4); 3.1718 (2.3); 3.1513 (0.5); 3.1426 (0.5); 3.1364 (0.5); 3.1283 (1.0); 3.1199 (0.7); 3.1137 (0.7); 3.1050 (0.6); 3.0835 (0.4); 3.0748 (0.4); 3.0697 (0.4); 3.0609 (1.1); 3.0521 (0.8); 3.0470 (0.9); 3.0383 (0.8); 3.0283 (0.9); 3.0203 (1.3); 3.0112 (0.9); 3.0057 (0.5); 2.9977 (1.2); 2.9893 (1.3); 2.9821 (0.7); 2.9750 (0.6); 2.9677 (0.8); 2.9594 (0.5); 2.6718 (15.7); 2.6640 (0.5); 2.6485 (15.9); 2.6372 (0.9); 2.5330 (1.0); 2.5187 (2.0); 2.5095 (1.3); 2.5045 (1.2); 2.4953 (2.1); 2.4810 (1.1); 2.3743 (18.8); 2.0893 (1.5); 2.0446 (5.8); 1.8934 (0.7); 1.8903 (0.8); 1.8866 (1.3); 1.8842 (1.3); 1.8799 (0.8); 1.8700 (0.6); 1.8667 (0.7); 1.8632 (1.2); 1.8607 (1.2); 1.8566 (0.7); 1.7099 (1.2); 1.7022 (16.0); 1.7003 (15.9); 1.5765 (3.1); 1.2712 (1.7); 1.2593 (3.7); 1.2542 (1.3); 1.2474 (1.8); 0.0693 (1.0); 0.0053 (2.0); −0.0001 (49.3); −0.0056 (1.8)
B. FORMULATION EXAMPLES
1. Dusting Products
[0349] A dusting product is obtained by mixing 10 parts by weight of a compound of the formula (I) and 90 parts by weight of talc as an inert substance and comminuting the mixture in a hammer mill.
2. Dispersible Powder
[0350] A readily water-dispersible wettable powder is obtained by mixing 25 parts by weight of a compound of the formula (I), 64 parts by weight of kaolin-containing quartz as an inert substance, 10 parts by weight of potassium lignosulfonate and 1 part by weight of sodium oleoylmethyltaurate as a wetting agent and dispersant, and grinding the mixture in a pinned-disc mill.
3. Dispersion Concentrate
[0351] A readily water-dispersible dispersion concentrate is obtained by mixing 20 parts by weight of a compound of the formula (I), 6 parts by weight of alkylphenol polyglycol ether (@Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range for example about 255 to more than 277° C.) and grinding the mixture in a friction ball mill to a fineness of below 5 microns.
4. Emulsifiable Concentrate
[0352] An emulsifiable concentrate is obtained from 15 parts by weight of a compound of the formula (I), 75 parts by weight of cyclohexanone as a solvent and 10 parts by weight of ethoxylated nonylphenol as an emulsifier.
5. Water-Dispersible Granules
[0353] Water-dispersible granules are obtained by mixing
[0354] 75 parts by weight of a compound of the formula (I),
TABLE-US-00007 10 ″ of calcium lignosulfonate, 5 ″ of sodium laurylsulfate, 3 ″ of polyvinyl alcohol and 7 ″ of kaolin,
grinding the mixture in a pinned-disc mill, and granulating the powder in a fluidized bed by spray application of water as a granulating liquid.
[0355] Water-dispersible granules are also obtained by homogenizing and precomminuting, in a colloid mill, 25 parts by weight of a compound of the formula (I),
TABLE-US-00008 5 ″ of sodium 2,2′-dinaphthylmethane-6,6′-disulfonate, 2 ″ of sodium oleoylmethyltaurinate, 1 ″ of polyvinyl alcohol, 17 ″ of calcium carbonate and 50 ″ of water,
then grinding the mixture in a bead mill and atomizing and drying the suspension thus obtained in a spray tower by means of a one-phase nozzle.
C. BIOLOGICAL EXAMPLES
Test Description
Post-Emergence Herbicidal Action Against Harmful Plants and Crop Plant Compatibility
[0356] Seeds of monocotyledonous and dicotyledonous weeds and crop plants are placed in sandy loam in plastic or wood-fibre pots, covered with soil and cultivated in a greenhouse under controlled growth conditions. 2 to 3 weeks after sowing, the test plants are treated at the one-leaf stage. The compounds of the invention, formulated in the form of wettable powders (WP) or as emulsion concentrates (EC), are then sprayed onto the green parts of the plants as aqueous suspension or emulsion with addition of 0.5% additive at a water application rate of 600 l/ha (converted). After the test plants have been kept in the greenhouse under optimum growth conditions for about 3 weeks, the activity of the preparations is rated visually in comparison to untreated controls. For example, 100% activity=the plants have died, 0% activity=like control plants.
[0357] In the tables below, the following abbreviations are used:
Undesired Plants/Weeds:
[0358]
TABLE-US-00009 ABUTH: Abutilon theophrasti ALOMY: Alopecurus myosuroides AMARE: Amaranthus retroflexus AVEFA: Avena fatua ECHCG: Echinochloa crus-galli HORMU: Hordeum murinum LOLRI: Lolium rigidum MATIN: Matricaria inodora PHBPU: Pharbitis purpurea POLCO: Polygonum convolvulus SETVI: Setaria viridis STEME: Stellaria media VERPE: Veronica persica VIOTR: Viola tricolor
TABLE-US-00010 TABLE 3.1a Post-emergence herbicidal action against ALOMY in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] ALOMY I-06 80 100 I-17 80 90 I-18 80 100 I-28 80 90 I-30 80 90 I-31 80 90 I-32 80 100 I-33 80 90 I-34 80 100 I-36 80 80 I-37 80 90 I-38 80 90 I-40 80 80 I-41 80 80 I-44 80 90 I-45 80 90 I-46 80 90 I-47 80 90 I-48 80 100 I-49 80 100 I-50 80 100 I-51 80 90
TABLE-US-00011 TABLE 3.1b Post-emergence herbicidal action against ALOMY in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] ALOMY I-01 20 90 I-02 20 100 I-03 20 90 I-04 20 100 I-05 20 100 I-06 20 100 I-07 20 90 I-08 20 100 I-09 20 90 I-10 20 100 I-11 20 100 I-12 20 90 I-13 20 90 I-14 20 90 I-15 20 90 I-16 20 90 I-17 20 90 I-18 20 100 I-19 20 80 I-20 20 90 I-21 20 90 I-22 20 90 I-23 20 90 I-24 20 80 I-25 20 90 I-26 20 90 I-28 20 90 I-31 20 90 I-32 20 90 I-33 20 80 I-34 20 100 I-35 20 90 I-37 20 90 I-38 20 80 I-39 20 90 I-41 20 80 I-44 20 90 I-46 20 90 I-47 20 90 I-49 20 90 I-51 20 90 I-52 20 90 I-55 20 100 I-56 20 80 I-57 20 80 I-58 20 90 I-60 20 80 I-61 20 80 I-62 20 90 I-64 20 90 I-65 20 90 I-66 20 90 I-70 20 100 I-72 20 90 I-75 20 90
TABLE-US-00012 TABLE 3.2a Post-emergence herbicidal action against AVEFA in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] AVEFA I-06 80 100 I-17 80 100 I-18 80 100 I-28 80 90 I-30 80 90 I-31 80 90 I-32 80 90 I-33 80 100 I-34 80 90 I-36 80 80 I-37 80 90 I-38 80 90 I-41 80 100 I-44 80 90 I-45 80 80 I-46 80 90 I-47 80 90 I-48 80 90 I-49 80 90 I-50 80 100 I-51 80 100
TABLE-US-00013 TABLE 3.2b Post-emergence herbicidal action against AVEFA in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] AVEFA I-01 20 90 I-02 20 90 I-04 20 80 I-06 20 100 I-07 20 90 I-08 20 90 I-09 20 90 I-10 20 90 I-11 20 90 I-13 20 90 I-14 20 80 I-16 20 90 I-17 20 100 I-18 20 90 I-19 20 90 I-20 20 90 I-21 20 80 I-22 20 90 I-23 20 90 I-24 20 90 I-25 20 90 I-26 20 90 I-28 20 90 I-30 20 90 I-31 20 90 I-32 20 90 I-33 20 80 I-34 20 90 I-35 20 90 I-37 20 90 I-38 20 90 I-39 20 90 I-41 20 90 I-44 20 80 I-46 20 90 I-47 20 80 I-49 20 90 I-50 20 90 I-51 20 100 I-52 20 80 I-55 20 80 I-58 20 80 I-60 20 80 I-62 20 80 I-64 20 90 I-65 20 80 I-66 20 80 I-70 20 80 I-72 20 80 I-75 20 80
TABLE-US-00014 TABLE 3.3a Post-emergence herbicidal action against DIGSA in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] DIGSA I-06 80 90 I-17 80 90 I-18 80 90 I-28 80 90 I-30 80 90 I-31 80 90 I-32 80 80 I-33 80 80 I-34 80 80 I-37 80 90 I-38 80 90 I-40 80 80 I-41 80 80 I-44 80 90 I-46 80 90 I-47 80 90 I-48 80 90 I-49 80 90 I-50 80 90 I-51 80 80
TABLE-US-00015 TABLE 3.3b Post-emergence herbicidal action against DIGSA in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] DIGSA I-01 20 90 I-02 20 90 I-03 20 80 I-04 20 80 I-05 20 80 I-06 20 90 I-07 20 90 I-08 20 90 I-09 20 90 I-10 20 90 I-11 20 90 I-12 20 80 I-13 20 80 I-14 20 90 I-15 20 80 I-16 20 80 I-17 20 90 I-18 20 90 I-19 20 90 I-20 20 80 I-21 20 80 I-22 20 90 I-23 20 90 I-24 20 80 I-25 20 90 I-26 20 90 I-28 20 90 I-30 20 80 I-31 20 90 I-32 20 80 I-33 20 80 I-34 20 80 I-35 20 90 I-37 20 80 I-38 20 90 I-39 20 90 I-44 20 90 I-46 20 90 I-47 20 80 I-48 20 80 I-49 20 80 I-50 20 90 I-51 20 80 I-55 20 80 I-59 20 90 I-62 20 80 I-64 20 90 I-72 20 90 I-74 20 90 I-75 20 90
TABLE-US-00016 TABLE 3.4a Post-emergence herbicidal action against ECHCG in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] ECHCG I-06 80 90 I-17 80 90 I-18 80 90 I-28 80 90 I-31 80 90 I-32 80 80 I-33 80 80 I-34 80 80 I-37 80 80 I-38 80 90 I-40 80 80 I-44 80 80 I-45 80 80 I-46 80 80 I-47 80 80 I-48 80 80 I-49 80 80 I-50 80 90 I-51 80 90
TABLE-US-00017 TABLE 3.4b Post-emergence herbicidal action against ECHCG in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] ECHCG I-01 20 90 I-02 20 90 I-03 20 80 I-04 20 80 I-05 20 80 I-06 20 90 I-07 20 90 I-08 20 90 I-09 20 90 I-10 20 90 I-11 20 90 I-12 20 80 I-14 20 80 I-15 20 80 I-16 20 80 I-17 20 80 I-18 20 90 I-19 20 90 I-20 20 90 I-21 20 90 I-22 20 80 I-23 20 90 I-24 20 90 I-25 20 80 I-26 20 80 I-28 20 90 I-31 20 90 I-32 20 80 I-34 20 80 I-35 20 90 I-38 20 90 I-39 20 90 I-40 20 80 I-44 20 80 I-51 20 80 I-58 20 80 I-59 20 80 I-60 20 80 I-61 20 80 I-62 20 80 I-64 20 90 I-65 20 80 I-66 20 80 I-70 20 90 I-72 20 80 I-74 20 90 I-75 20 90
TABLE-US-00018 TABLE 3.5a Post-emergence herbicidal action against LOLRI in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] LOLRI I-06 80 100 I-17 80 100 I-18 80 90 I-28 80 90 I-30 80 90 I-31 80 90 I-32 80 90 I-33 80 90 I-34 80 100 I-37 80 90 I-38 80 90 I-40 80 80 I-41 80 80 I-44 80 90 I-45 80 90 I-46 80 90 I-47 80 80 I-48 80 90 I-49 80 90 I-50 80 100 I-51 80 100
TABLE-US-00019 TABLE 3.5b Post-emergence herbicidal action against LOLRI in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] LOLRI I-01 20 100 I-02 20 90 I-06 20 100 I-07 20 90 I-08 20 90 I-09 20 90 I-10 20 100 I-11 20 100 I-12 20 80 I-13 20 80 I-14 20 90 I-15 20 80 I-17 20 100 I-18 20 90 I-19 20 90 I-20 20 90 I-21 20 100 I-22 20 90 I-23 20 90 I-24 20 90 I-25 20 90 I-26 20 90 I-28 20 90 I-30 20 90 I-31 20 90 I-32 20 90 I-33 20 90 I-34 20 100 I-35 20 90 I-37 20 90 I-38 20 90 I-39 20 90 I-40 20 80 I-44 20 90 I-46 20 90 I-47 20 80 I-48 20 80 I-49 20 90 I-51 20 90 I-56 20 80 I-60 20 80 I-62 20 90 I-64 20 90 I-65 20 80 I-66 20 80 I-72 20 90 I-74 20 90
TABLE-US-00020 TABLE 3.6a Post-emergence herbicidal action against SETVI in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] SETVI I-06 80 90 I-17 80 80 I-18 80 80 I-27 80 90 I-28 80 90 I-30 80 80 I-31 80 90 I-32 80 80 I-33 80 80 I-34 80 80 I-37 80 80 I-38 80 90 I-41 80 80 I-44 80 90 I-45 80 80 I-46 80 90 I-47 80 80 I-48 80 80 I-49 80 80 I-50 80 90 I-51 80 80
TABLE-US-00021 TABLE 3.6b Post-emergence herbicidal action against SETVI in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] SETVI I-01 20 90 I-02 20 90 I-03 20 80 I-04 20 80 I-05 20 80 I-06 20 80 I-07 20 90 I-08 20 90 I-09 20 90 I-10 20 90 I-11 20 90 I-12 20 80 I-13 20 80 I-14 20 90 I-16 20 80 I-17 20 80 I-18 20 80 I-19 20 90 I-20 20 80 I-21 20 80 I-22 20 90 I-23 20 80 I-24 20 90 I-25 20 90 I-28 20 90 I-31 20 80 I-32 20 80 I-33 20 80 I-34 20 80 I-35 20 90 I-37 20 80 I-38 20 90 I-39 20 90 I-41 20 80 I-44 20 80 I-46 20 90 I-47 20 80 I-48 20 80 I-51 20 80 I-55 20 90 I-61 20 80 I-62 20 90 I-64 20 80 I-70 20 90 I-72 20 90 I-75 20 90
TABLE-US-00022 TABLE 3.7a Post-emergence herbicidal action against ABUTH in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] ABUTH I-06 80 80 I-17 80 80 I-18 80 90 I-28 80 90 I-31 80 80 I-33 80 80 I-34 80 80 I-36 80 80 I-38 80 90 I-40 80 80 I-44 80 80 I-49 80 80 I-50 80 80
TABLE-US-00023 TABLE 3.7b Post-emergence herbicidal action against ABUTH in % at 20 g a.i./ha Herbicidal action Example Dosage against [%] number [g a.i./ha] ABUTH I-01 20 90 I-02 20 90 I-04 20 80 I-06 20 80 I-07 20 80 I-08 20 90 I-09 20 80 I-10 20 90 I-11 20 90 I-13 20 80 I-16 20 80 I-17 20 80 I-18 20 90 I-19 20 80 I-20 20 80 I-21 20 80 I-22 20 80 I-23 20 80 I-24 20 80 I-25 20 80 I-26 20 80 I-28 20 90 I-33 20 80 I-38 20 90 I-39 20 80 I-40 20 80 I-55 20 80 I-64 20 80 I-65 20 80 I-74 20 90 I-75 20 80
TABLE-US-00024 TABLE 3.8a Post-emergence herbicidal action against AMARE in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] AMARE I-06 80 80 I-17 80 80 I-18 80 90 I-28 80 80 I-30 80 80 I-31 80 80 I-32 80 80 I-37 80 80 I-38 80 80 I-44 80 80 I-46 80 90 I-47 80 100 I-49 80 100 I-50 80 90 I-51 80 80
TABLE-US-00025 TABLE 3.8b Post-emergence herbicidal action against AMARE in % at 20 g a.i./ha Herbicidal action Example Dosage against [%] number [g a.i./ha] AMARE I-01 20 90 I-02 20 90 I-06 20 80 I-07 20 90 I-08 20 90 I-09 20 90 I-10 20 90 I-11 20 90 I-14 20 90 I-17 20 80 I-18 20 90 I-19 20 80 I-20 20 80 I-22 20 80 I-23 20 80 I-24 20 90 I-25 20 80 I-26 20 80 I-28 20 80 I-31 20 80 I-35 20 80 I-37 20 80 I-38 20 80 I-39 20 80 I-44 20 80 I-49 20 90 I-50 20 90 I-55 20 90 I-59 20 80 I-60 20 80 I-61 20 80 I-62 20 90 I-64 20 90 I-65 20 80 I-66 20 80 I-72 20 80 I-74 20 80
TABLE-US-00026 TABLE 3.9a Post-emergence herbicidal action against MATIN in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] MATIN I-06 80 80 I-17 80 80 I-18 80 90 I-28 80 90 I-31 80 80 I-32 80 80 I-33 80 80 I-36 80 80 I-38 80 80 I-44 80 80 I-47 80 80 I-49 80 80 I-51 80 80
TABLE-US-00027 TABLE 3.9b Post-emergence herbicidal action against MATIN in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] MATIN I-02 20 80 I-07 20 80 I-08 20 80 I-10 20 80 I-11 20 80 I-12 20 80 I-13 20 80 I-16 20 80 I-17 20 80 I-18 20 90 I-19 20 80 I-20 20 80 I-23 20 80 I-24 20 80 I-28 20 80 I-31 20 80 I-32 20 80 I-33 20 80 I-55 20 80 I-57 20 80 I-64 20 90 I-65 20 80 I-66 20 80
TABLE-US-00028 TABLE 3.10a Post-emergence herbicidal action against PHBPU in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] PHBPU I-06 80 80 I-17 80 80 I-18 80 80 I-31 80 90 I-32 80 80 I-34 80 90 I-36 80 80 I-37 80 80 I-38 80 90 I-44 80 80 I-46 80 80 I-48 80 80 I-50 80 90 I-51 80 80
TABLE-US-00029 TABLE 3.10b Post-emergence herbicidal action against PHBPU in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] PHBPU I-01 20 80 I-02 20 80 I-03 20 80 I-04 20 80 I-05 20 80 I-06 20 80 I-07 20 80 I-08 20 90 I-09 20 80 I-10 20 80 I-11 20 80 I-12 20 80 I-14 20 80 I-16 20 80 I-17 20 80 I-18 20 80 I-19 20 80 I-20 20 80 I-22 20 80 I-23 20 80 I-24 20 80 I-25 20 80 I-34 20 90 I-35 20 80 I-36 20 80 I-39 20 80 I-49 20 80 I-50 20 90 I-52 20 80 I-55 20 80 I-59 20 80 I-62 20 80 I-64 20 80 I-66 20 80 I-70 20 80 I-75 20 80
TABLE-US-00030 TABLE 3.11a Post-emergence herbicidal action against POLCO in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] POLCO I-06 80 90 I-17 80 80 I-18 80 90 I-28 80 90 I-30 80 80 I-31 80 90 I-34 80 90 I-37 80 80 I-38 80 90 I-44 80 90 I-46 80 90 I-50 80 90 I-51 80 80
TABLE-US-00031 TABLE 3.11b Post-emergence herbicidal action against POLCO in % at 20 g a.i./ha Herbicidal action Example Dosage against [%] number [g a.i./ha] POLCO I-01 20 90 I-02 20 90 I-03 20 80 I-05 20 80 I-06 20 90 I-07 20 90 I-08 20 90 I-09 20 80 I-10 20 90 I-11 20 90 I-12 20 80 I-15 20 80 I-16 20 80 I-17 20 80 I-18 20 90 I-19 20 80 I-21 20 80 I-23 20 80 I-24 20 80 I-25 20 80 I-26 20 80 I-28 20 80 I-31 20 90 I-34 20 80 I-35 20 90 I-37 20 80 I-38 20 90 I-39 20 80 I-44 20 80 I-46 20 80 I-50 20 80 I-52 20 80 I-55 20 80 I-56 20 80 I-58 20 80 I-60 20 80 I-62 20 80 I-64 20 80 I-65 20 90 I-66 20 80 I-70 20 80 I-72 20 80
TABLE-US-00032 TABLE 3.12a Post-emergence herbicidal action against STEME in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] STEME I-06 80 90 I-17 80 90 I-18 80 90 I-28 80 90 I-31 80 80 I-32 80 90 I-33 80 90 I-34 80 90 I-36 80 80 I-37 80 80 I-38 80 100 I-40 80 80 I-41 80 80 I-44 80 90 I-45 80 90 I-46 80 90 I-47 80 90 I-48 80 90 I-49 80 90 I-50 80 90 I-51 80 90
TABLE-US-00033 TABLE 3.12b Post-emergence herbicidal action against STEME in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] STEME I-06 20 90 I-17 20 80 I-18 20 90 I-28 20 90 I-31 20 80 I-32 20 80 I-33 20 90 I-34 20 90 I-36 20 80 I-37 20 80 I-38 20 100 I-40 20 80 I-46 20 90 I-47 20 90 I-48 20 90 I-49 20 90 I-50 20 80 I-51 20 90
TABLE-US-00034 TABLE 3.13a Post-emergence herbicidal action against VIOTR in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] VIOTR I-17 80 80 I-18 80 80 I-28 80 80 I-30 80 80 I-31 80 80 I-34 80 80 I-38 80 80 I-44 80 90 I-46 80 80 I-49 80 80 I-50 80 90
TABLE-US-00035 TABLE 3.13b Post-emergence herbicidal action against VIOTR in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] VIORT I-06 20 90 I-17 20 80 I-18 20 90 I-28 20 90 I-31 20 80 I-32 20 80 I-33 20 90 I-34 20 90 I-36 20 80 I-37 20 80 I-38 20 100 I-40 20 80 I-46 20 90 I-47 20 90 I-48 20 90 I-49 20 90 I-50 20 80 I-51 20 90
TABLE-US-00036 TABLE 3.14a Post-emergence herbicidal action against VERPE in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] VERPE I-06 80 90 I-17 80 80 I-18 80 90 I-28 80 90 I-30 80 90 I-31 80 80 I-32 80 90 I-33 80 80 I-34 80 90 I-36 80 80 I-37 80 90 I-38 80 90 I-40 80 80 I-41 80 80 I-44 80 90 I-45 80 80 I-46 80 90 I-47 80 80 I-48 80 90 I-49 80 90 I-50 80 90 I-51 80 90
TABLE-US-00037 TABLE 3.14b Post-emergence herbicidal action against VERPE in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] VERPE I-01 20 80 I-02 20 90 I-04 20 80 I-05 20 80 I-06 20 80 I-07 20 90 I-08 20 80 I-09 20 90 I-10 20 90 I-11 20 90 I-13 20 80 I-14 20 90 I-15 20 80 I-16 20 80 I-17 20 80 I-18 20 90 I-19 20 90 I-20 20 80 I-21 20 90 I-22 20 90 I-23 20 90 I-24 20 100 I-25 20 80 I-26 20 80 I-28 20 90 I-30 20 80 I-31 20 80 I-32 20 80 I-33 20 80 I-34 20 90 I-35 20 80 I-36 20 80 I-37 20 80 I-38 20 90 I-39 20 90 I-40 20 80 I-44 20 90 I-45 20 80 I-46 20 80 I-47 20 80 I-48 20 80 I-49 20 80 I-51 20 90 I-52 20 80 I-55 20 90 I-58 20 80 I-59 20 80 I-61 20 80 I-62 20 90 I-64 20 80 I-65 20 80 I-72 20 80 I-74 20 80 I-75 20 80
TABLE-US-00038 TABLE 3.15a Post-emergence herbicidal action against HORMU in % at 80 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] HORMU I-06 80 90 I-17 80 90 I-18 80 100 I-28 80 90 I-30 80 90 I-31 80 90 I-32 80 80 I-33 80 90 I-34 80 80 I-37 80 80 I-38 80 80 I-41 80 90 I-44 80 80 I-45 80 80 I-46 80 90 I-47 80 80 I-48 80 80 I-49 80 80 I-50 80 100 I-51 80 90
TABLE-US-00039 TABLE 3.15b Post-emergence herbicidal action against HORMU in % at 20 g a.i./ha Herbicidal action Dosage against [%] Example number [g a.i./ha] HORMU I-06 20 90 I-17 20 90 I-18 20 100 I-28 20 90 I-30 20 90 I-31 20 90 I-32 20 80 I-33 20 80 I-34 20 80 I-37 20 80 I-38 20 80 I-41 20 80 I-44 20 80 I-45 20 80 I-46 20 90 I-49 20 80 I-50 20 100 I-51 20 90
[0359] As shown by the results, compounds of the invention, for example compound Nos. I-06, I-17, I-18 and other compounds from the tables (3.01-3.15), when used for post-emergence treatment, have very good activity (80% to 100% herbicidal action) against harmful plants such as Abutilon theophrasti, Alopecurus myosuroides, Avena fatua, Echinochloa crus-galli, Hordeum murinum, Lolium rigidum, Pharbitis purpurea, Polygonum convolvulus, Setaria viridis, Stellaria media and Veronica persica at an application rate of 0.08 kg of active substance (=a.i.) or less per hectare.