Pt-based chiral organotin modified heterogeneous catalysts for the enantioselective hydrogenation of 3,4-hexanedione
作者:Virginia Vetere、María B. Faraoni、Julio C. Podestá、Mónica L. Casella
DOI:10.1016/j.apcata.2012.08.031
日期:2012.11
In this paper we have studied the liquid-phase enantioselective hydrogenation of 3,4-hexanedione using Pt-based catalysts, modified with chiral organotin compounds derived from the (-)-menthyl group: (-)-Pt-MenSnBu(3) and (-)-Men(3)Sn-Sn-(-)-Men(3). The organotin chiral modifiers were carefully synthesized and characterized in order to obtain optically pure compounds. The catalysts were prepared through a controlled surface reaction between the supported transition metal and the organometallic compound, using techniques derived from Surface Organometallic Chemistry on Metals (SOMC/M). The organobimetallic catalytic systems were found to be active and enantioselective in the hydrogenation of 3,4-hexanedione, yielding an enantiomeric excess of 25-27% for 4-hydroxy-3-hexanone. (C) 2012 Elsevier B.V. All rights reserved.