Conformational analysis, spectral and catalytic properties of 1,3-thiazolidines, ligands for acetophenone hydrosilylation with diphenylsilane
Authors: Skvortsov, A.; Uvarov, V.; Vekki, D.; Studentsov, E.; Skvortsov, N.
Source: Russian Journal of General Chemistry, Volume 80, Number 10, October 2010 , pp. 2007-2021(15)
Publisher: MAIK Nauka/Interperiodica
Abstract:2-Aryl- and 2-furyl-4-carboxy-1,3-thiazolidines were synthesized. Their spectral properties were studied, and conformational analysis was performed. It was shown that they exist in solution as an equilibrium of neutral and zwitter-ion forms. The influence of the nature of substitutents and of their location in a benzene ring of thiazolidines as ligands of rhodium complexes on acetophenone hydrosilylation with diphenylsilane was examined. Thiazolidines containing donor substituents in the para-position of the benzene ring were found to be the most effective; maximal asymmetrical induction (55% ee) was reached in the presence of 2-(4-methoxyphenyl)-4-carboxy-1,3-thiazolidine.
Document Type: Research Article
Publication date: 2010-10-01