Presented herein is a coupling method for the preparation of 1,2-di(thiophen-2-yl)ethane-1,2-diol compounds, including (E)-1,2-di(thiophen-2-yl)ethene-1,2-diol, via a Cu(II) catalyst.

The invention is directed to methods of converting a carboxylic acid group in a compound, via a redox active ester, to a corresponding boronic ester by treatment with bis(pinacolato)diboron-alkyllithium complex in the presence of a ligand, a Ni(II) salt or a copper salt, and an Mg(II) salt, in the presence of an alkyllithium or a lithium hydroxide or alkoxide salt. The product pinacolato boronate ester can be cleaved to provide a boronic acid. The invention is also directed to methods of preparing various compounds of medical value comprising boronic acid groups, and to novel boronic-acid containing compounds of medicinal value, including an atorvastatin boronic acid analog, a vancomycin aglycone boronic acid analog, and boronic acid containing elastase inhibitors mCBK319, mCBK320, mCBK323, and RPX-7009.

The present disclosure relates to a method for preparing a compound of formula (I).

##STR00001##

In the compound of formula (I), n may be 0 to 5 and each of R.sub.1, R.sub.2, R.sub.3, and R.sub.4 may be independently selected from the group consisting of H, —O-Alkyl, halo, alkyl, —CN, or —NO.sub.3.

The subject invention provides synthetic compounds, and compound complexes having catalytic activities towards oxidation or oxygenation, and/or dehydrogenation of various substrates comprising C—H bonds. The catalysts of the subject invention comprise a dinuclear Cu(I)/Cu(II) center that can convert between a resting state and a reactive species. The subject invention also provides methods of using such catalysts for the oxidation of substrates comprising C—H bonds, e.g., hydrocarbons, to synthesize chemicals for use as pharmaceuticals and industrial feedstock.

Described herein are methods of inducing an immune response directed towards preventing or reducing the risk of a human immunodeficiency virus (HIV) infection in a mammalian subject. The subject is administered an effective amount of a composition containing IgM antibodies directed to an epitope of an envelope protein of the HIV virus. Also disclosed here are vaccine compositions comprising IgM antibodies directed to one or more epitopes of one or more human immunodeficiency virus envelope proteins. Also disclosed are recombinant immunoglobulin M compositions containing a Fcγ fragment of an immunoglobulin G.

An organometallic complex catalyst is disclosed for use in a cross-coupling reaction. In formula (1), M is the coordination center and represents a metal atom such as Pd or an ion thereof. R.sup.1, R.sup.2, and R.sup.3 may be the same or different and are a substituent such as a hydrogen atom. R.sup.4, R.sup.5, R.sup.6, and R.sup.7 may be the same or different and are a substituent such as a hydrogen atom. X represents a halogen atom. R.sup.8 represents a substituent that has a n bond and 3-20 carbon atoms. With regard to the electron-donating properties of R.sup.1-R.sup.7 with respect to the coordination center M of the ligand containing R.sup.1-R.sup.7 that is indicated in formula (2), R.sup.1-R.sup.7 are arranged in combination such that the TEP value obtained from infrared spectroscopy shifts toward the high frequency side compared to the TEP value of the ligand of formula (2-1).

##STR00001##

A process for preparing b-b dimers having anti-UV and antioxidant properties, from p-hydroxycinnamic esters and amides disubstituted in the ortho position with respect to the phenol function and from ketones disubstituted in the ortho position with respect to the phenol, in particular, from sinapic acid esters and amides and ketone analogs. The dimers of formulae (I), (II), (III) and (IV) as obtained by means of the process according to the present disclosure can be used for the production of polymers/plastics (in plastics technology), or for the protection of plants against the cold and as cosmetic or food-processing ingredients, for example. The process may be used to form biobased anti-UV molecules.

Disclosed is a method for synthesizing dihydroxyl-terminated polyphenylene oxide oligomer. The method for synthesizing dihydroxyl-terminated polyphenylene oxide oligomer, comprising oxidatively copolymerizing monohydric phenol and dihydric phenol in the presence of a metal-polyethyleneimine complex as a catalyst, to obtain the dihydroxyl-terminated polyphenylene oxide oligomer. The synthesizing method of the present disclosure uses a metal-polyethyleneimine complex as a catalyst, which has a milder catalytic activity, can effectively promote the reaction between the dihydric phenol and the monohydric phenol, increases the hydroxyl content of the product, meanwhile reduces the amount of the residual dihydric phenol monomer in the product, so that the quality of the product can be improved. The dihydroxyl-terminated polyphenylene oxide oligomer prepared can be used as additive and copolymerization block in other thermoplastic plastics, thermoplastic elastomers and thermosetting materials, thereby improving the performances of the material, such as thermal performance, adhesion, mechanical property, chemical resistance, and electrical property.

A Cu(I)-Catalyzed Azide-Alkyne Cycloadditions (CuAAC) ligand comprising: a catalytic core; a fluorous tag; and a linker binding the fluorous tag to the catalytic core. A method for carrying out a Cu(I)-Catalyzed Azide-Alkyne Cycloaddition reaction, comprising: combining in a solution an alkyne-tagged component, an azide-tagged component and a Cu(I)-Catalyzed Azide-Alkyne Cycloadditions (CuAAC) ligand comprising: a catalytic core; a fluorous tag; and a linker binding the fluorous tag to the catalytic core; filtering the solution through a solid phase extraction filter to remove Cu(I)-ligand catalyst and/or excess ligand.

The invention concerns a method for manufacturing of an electrocatalyst comprising a porous carbon support material, a catalytic material in the form of at least one type of metal, and macrocyclic compounds chemically bound to the carbon support and capable of forming complexes with single metal ions of said metal or metals, said method comprising the steps of: i) providing a template capable of acting as pore structure directing agent during formation of a highly porous electrically conducting templated carbon substrate, ii) mixing the template with one or several precursor substances of the catalytic material, the macrocyclic compounds and carbon, iii) exposing the mixture of the template and the precursor substances to a carbonization process during which the precursors react and transform the mixture into a carbonized template composite in winch the carbon part of the composite is chemically bound to macrocyclic compounds present in complexes with the metal or metals. The invention also concerns an electrocatalyst for electrochemical reactions, a method for manufacturing of a membrane electrode assembly using such an electrocatalyst and to a fuel cell making use of such an electrocatalyst.