Issue 8, 2012
From the journal:

New Journal of Chemistry

Homogeneous asymmetric transfer hydrogenation of ketones using a ruthenium catalyst anchored on chitosan: natural chirality at work†

Mathieu Babin,ab   Roxanne Clément,c   Jonathan Gagnon*b  and  Frédéric-Georges Fontaine*a  

* Corresponding authors

a Département de chimie and Centre de Recherche sur les propriétés des interfaces et de la catalyse (CERPIC), Université Laval, 1045 Avenue de la Médecine, Cité Universitaire, Québec, QC, Canada
E-mail: frederic.fontaine@chm.ulaval.ca
Fax: +1 418 6565140

b Département de biologie, chimie et géographie, Université du Québec à Rimouski 300, allée des Ursulines, Rimouski, QC, Canada
E-mail: jonathan_gagnon@uqar.qc.ca
Fax: +1 418 7241849

c Centre for Catalysis Research and Innovation, University of Ottawa 30, Marie Curie, Ottawa, ON, Canada

Abstract

A pivaloyl functionalized chitosan biopolymer was used as a polyligand for the [Ru(p-cymene)Cl2] moiety. The functionalized biopolymer containing a metal to saccharide ratio of 0.33 was used as a catalyst for the asymmetric transfer hydrogenation of ketones. The reactions gave yields up to 80% and enantiomeric excesses up to 72%, with the intrinsic chirality of chitosan being the only source of enantioselection.

Graphical abstract: Homogeneous asymmetric transfer hydrogenation of ketones using a ruthenium catalyst anchored on chitosan: natural chirality at work

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Article information

DOI
https://doi.org/10.1039/C2NJ40175D
Article type
Letter
Submitted
06 Mar 2012
Accepted
29 May 2012
First published
13 Jun 2012

New J. Chem., 2012,36, 1548-1551

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Homogeneous asymmetric transfer hydrogenation of ketones using a ruthenium catalyst anchored on chitosan: natural chirality at work

M. Babin, R. Clément, J. Gagnon and F. Fontaine, New J. Chem., 2012, 36, 1548 DOI: 10.1039/C2NJ40175D

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