Synthesis 2007(4): 583-589  
DOI: 10.1055/s-2007-965877
PAPER
© Georg Thieme Verlag Stuttgart · New York

Continuous Enantioselective Kinetic Resolution of Terminal Epoxides Using Immobilized Chiral Cobalt-Salen Complexes

Wladimir Solodenkoa, Gerhard Jasb, Ulrich Kunzc, Andreas Kirschning*a
a Institut für Organische Chemie, Leibniz Universität Hannover, Schneiderberg 1b, 30167 Hannover, Germany
e-Mail: andreas.kirschning@oci.uni-hannover.de;
b Synthacon GmbH, Alt Fechenheim 34 G58, 60386 Frankfurt, Germany
c Institut für Chemische Verfahrenstechnik, Technische Universität Clausthal, Leibnizstr. 17, 38678 Clausthal-Zellerfeld, Germany
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Publikationsverlauf

Received 2 November 2006
Publikationsdatum:
12. Januar 2007 (online)

Abstract

Jacobsen’s cobalt-salen complex was covalently immobilized on polymer carriers that are part of different technical setups (polymer powder, composite Raschig rings, PASSflow microreactors) and employed for the enantioselective ring opening of terminal epoxides with water and phenols. The polymer-supported catalysts showed good activity and stereoselectivity and could be used repeatedly after a simple reactivation protocol in both batch as well as continuous-flow modes.

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The loading with salen ligand was determined by weight increase and combustion analysis.