Synthesis of chiral sulfoxides by enantioselective sulfide oxidation and subsequent oxidative kinetic resolution using immobilized Ti-binol complex

TitleSynthesis of chiral sulfoxides by enantioselective sulfide oxidation and subsequent oxidative kinetic resolution using immobilized Ti-binol complex
Publication TypeJournal Article
Year of Publication2009
AuthorsSahoo, S, Kumar, P, Lefebvre, F, Halligudi, SB
JournalJournal of Catalysis
Volume262
Issue1
Pagination111-118
Date PublishedFEB
ISSN0021-9517
KeywordsKinetic resolution, Mesoporous silica, Non-linear effect, Sulfides, Sulfoxides, Supported ionic liquid, Ti-binol
Abstract

Chiral Ti-binol complex was immobilized onto ionic liquid modified SBA-15 and characterized by different physicochemical techniques. The catalyst was found to be highly enantioselective in the heterogeneous asymmetric oxidation of prochiral sulfides to sulfoxides and subsequent oxidative kinetic resolution of the sulfoxides using aqueous tert-butylhydroperoxide as the oxidant. A positive non-linear effect was observed in the oxidation-kinetic resolution of thioanisole using this supported catalyst. The supported catalyst was reused in multiple catalytic runs without any loss of enantioselectivity. (C) 2008 Elsevier Inc. All rights reserved.

DOI10.1016/j.jcat.2008.12.007
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)5.415
Divison category: 
Catalysis and Inorganic Chemistry