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Chem Soc Rev. 2004 Feb 20;33(2):108-22. Epub 2004 Jan 29.

Heterogeneous enantioselective catalysts: strategies for the immobilisation of homogeneous catalysts.

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  • 1Department of Chemistry, Cardiff University, P.O. Box 912, Cardiff, UKCF10 3TB.

Abstract

Enantioselective formation of C-H, C-C, C-O and C-N bonds has been extensively studied using homogeneous asymmetric catalysts for many years. However, these catalysts have yet to make a significant impact in the industrial synthesis of fine chemicals. A central reason is that homogeneous asymmetric catalyst design requires relatively bulky ligands and catalyst re-use through recovery and recycle often causes problems. One mechanism to overcome this problem is to immobilise the asymmetric catalyst onto a support and the resulting heterogeneous asymmetric catalyst can, in principle, be readily re-used. This tutorial review covers the different methodologies for immobilisation, including: adsorption, encapsulation, tethering using a covalent bond and electrostatic interaction and is aimed at both researchers new to the field and those with a wider interest in the immobilisation of homogeneous catalysts. Most importantly, recent studies will be highlighted that demonstrate that immobilised catalysts can give higher enantioselection when compared with their non-immobilised counterparts and the question of how high enantioselection can be achieved is addressed.

PMID:
14767506
DOI:
10.1039/b200387m
[PubMed - indexed for MEDLINE]
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