Organocatalysts immobilised onto gold nanoparticles: application in the asymmetric reduction of imines with trichlorosilane

Malkov, A. V., Figlus, M., Cooke, G. , Caldwell, S.T. , Rabani, G., Prestly, M. R. and Kocovsky, P. (2009) Organocatalysts immobilised onto gold nanoparticles: application in the asymmetric reduction of imines with trichlorosilane. Organic and Biomolecular Chemistry, 7(9), pp. 1878-1883. (doi:10.1039/b821391g)

Full text not currently available from Enlighten.

Abstract

Gold nanoparticles functionalised with a valine-derived formamide have been developed as effective homogenous catalysts for the asymmetric reduction of ketimine 1 with trichlorosilane (<= 84% ee) in toluene. This methodology both simplifies the recovery of the catalyst and its separation from the product, as the nanoparticles can be readily removed and subsequently recycled by precipitation from the reaction mixture.

Item Type:Articles
Keywords:AMINATION AROMATIC KETIMINES Asymmetric reduction CASCADE CATALYST CATALYSTS DERIVATIVES Enantioselective reduction FORMAMIDES Gold Hydrosilylation IMINES N-ARYL IMINES ORGANOCATALYSTS REDUCTION TRANSFER HYDROGENATION Trichlorosilane
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Caldwell, Dr Stuart and Kocovsky, Professor Pavel and Figlus, Mr Marek and Malkov, Dr Andrei and Rabani, Dr Gouher and Cooke, Professor Graeme
Authors: Malkov, A. V., Figlus, M., Cooke, G., Caldwell, S.T., Rabani, G., Prestly, M. R., and Kocovsky, P.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic and Biomolecular Chemistry
ISSN:1477-0520

University Staff: Request a correction | Enlighten Editors: Update this record

Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
438151A physical and organic chemistry approach to the design and study of Redox Tuneable Hydrogen Bonded ComplexesGraeme CookeEngineering & Physical Sciences Research Council (EPSRC)EP/E018211/1Chemistry
370221New organocatalysts from amino acids exploitation of Chiral Relay and Aromatic Interactions in Asymmetric CatalysisAndrei MalkovEngineering & Physical Sciences Research Council (EPSRC)GR/S87294/01Chemistry