V. N. Britsun

Chlorination of trans-1,2-Diarylethenes in Chloroform and Acetic Acid

When chlorinated in chloroform, (E)-stilbenes bearing electron-donor substituents in the para position of the benzene ring give threo-1,2-diaryl-1,2-dichloroethanes, while meta-substituted (E)-stilbenes, predominantly erythro isomers, irrespective of the nature of the substituent. The reactions in acetic acid result in preferential formation of threo-1,2-dichloro- and threo-1-acetoxy-1,2-diaryl-2-chloroethanes.

Quantum-chemical investigation of the mechanism of nucleophilic addition of Cl− to the triple bond of methyl acetylenedicarboxylate

A quantum-chemical investigation of the mechanism of the nucleophilic oxidative addition of Cl− to methyl acetylenedicarboxylate was undertaken by the MNDO-PM3 method. Each stage of the two-stage mechanism involves the addition of Cl− to the carbon-carbon multiple bond of the substrate with subsequent one-electron oxidation of the intermediates.

Stereoselective chlorination of phenylacetylene compounds in the systems K2S2O8-MCln-pyridine

It was shown that the main products of oxidative chlorination of acetylenes by the system K2S2O8-MCln in pyridine are transdichloroalkenes. It was established that the formation of chloro-derivatives from unsaturated hydrocarbons proceeds only in the presence of ions of metals of variable valence (Cu2+, Co2+, Fe3+). A possible reaction scheme is proposed.