Pt-xanthene-iodine complex and Pt-xanthene-bromine complex
20230192742 · 2023-06-22
Assignee
Inventors
- Carolin Schneider (Monheim am Rhein, DE)
- Ralf Jackstell (Rostock, DE)
- Matthias Beller (Ostseebad Nienhagen, DE)
- Robert Franke (Marl, DE)
Cpc classification
C07C45/00
CHEMISTRY; METALLURGY
International classification
Abstract
Pt-xanthene-iodine complex and Pt-xanthene-bromine complex, and use thereof for catalysis of a hydroformylation reaction.
Claims
1. Complex comprising: a) Pt; b) a ligand conforming to the formula (I): ##STR00005## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8 are selected from: —H, —(C.sub.1-C.sub.12)-alkyl, —(C.sub.6-C.sub.20)-aryl, and R.sup.9, R.sup.10 are selected from: —(C.sub.1-C.sub.12)-alkyl, —(C.sub.6-C.sub.20)-aryl, and, if R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, R.sup.10 are —(C.sub.6-C.sub.20)-aryl, the aryl ring may have substituents selected from: —(C.sub.1-C.sub.12)-alkyl, —O—(C.sub.1-C.sub.12)-alkyl; c) an iodine ligand or bromine ligand.
2. Complex according to claim 1, where R.sup.2, R.sup.3, R.sup.5, R.sup.6, R.sup.7, R.sup.8 are selected from: —(C.sub.1-C.sub.12)-alkyl, —(C.sub.6-C.sub.20)-aryl.
3. Complex according to claim 1, where R.sup.5, R.sup.6, R.sup.7, R.sup.8 are —(C.sub.6-C.sub.20)-aryl.
4. Complex according to claim 1, where R.sup.2 and R.sup.3 are —(C.sub.1-C.sub.12)-alkyl.
5. Complex according to claim 1, where R.sup.1 and R.sup.4 are —H.
6. Complex according to claim 1, where R.sup.9 and R.sup.10 are —(C.sub.1-C.sub.12)-alkyl.
7. Complex according to claim 1, wherein the ligand conforming to the formula (I) has the structure (1): ##STR00006##
8. Complex according to claim 1, wherein the complex has exactly one ligand conforming to the formula (I).
9. Complex according to claim 1, wherein the complex has at least two iodine ligands.
10. Complex according to claim 9, wherein the complex has exactly two iodine ligands.
11. Complex according to claim 1, wherein the complex has at least two bromine ligands.
12. Complex according to claim 11, wherein the complex has exactly two bromine ligands.
13. Use of a complex according to claim 1 for catalysis of a hydroformylation reaction.
Description
EXPERIMENTAL DESCRIPTION
[0030] A vial was charged with PtX.sub.2 (X=halogen), ligand, and an oven-dried stirrer bar. The vial is then sealed with a septum (PTFE-coated styrene-butadiene rubber) and phenolic resin cap.
[0031] The vial is evacuated and refilled with argon three times. Toluene and 1-octene were added to the vial using a syringe. The vial was placed in an alloy plate, which was transferred to an autoclave of the 4560 series from Parr Instruments under an argon atmosphere. After purging the autoclave three times with CO/H.sub.2, the synthesis gas pressure was increased to 40 bar at room temperature. The reaction was conducted at 80° C. for 18 h. On termination of the reaction, the autoclave was cooled to room temperature and cautiously decompressed. Yield and selectivity were determined by GC analysis.
[0032] Variation of the Halogen
##STR00003##
[0033] Reaction conditions:
[0034] 1.0 mmol of 1-octene, 0.5 mol % of PtX.sub.2, 2.0 equivalents of ligand (1), solvent: toluene, p(CO/H.sub.2): 40 bar, T: 80° C., t: 18 h.
[0035] Yields:
TABLE-US-00001 Ligand Halogen Yield [%]
[0036] As the experimental results show, the object is achieved by the complex according to the invention.