Asymmetric Hydrogenation of Acetophenone by Rh(I)-BINAP Supported on Smectites with Various Interlayer Distances

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Abstract

A new type of supported chiral rhodium catalysts (denoted as MMS) was synthesized by using smectites as hosts with various interlayer distances. The clearance spaces of smectites varied from 1.55 to 2.75nm depending on the intercalated quaternary alkyl ammoniums, (n-CnH2n+1) 2 (CH3) 2N+ (q-Cn; n=10, 14, and 18) . Each MMS shows a single phase of the layer structure, suggesting that the rhodium complex and alkylammoniums exist in the same gallery. The charge density of the hosts exerts the great influence on the orientation of guests and the interlayer distance. In the hydrogenation of acetophenone, the activity increased especially with the basal spacings of smectites and the highest selectivity was 59%e.e. achieved by Rh-BINAP/taeniolite. The open space in the gallery of our catalysts affects the activity and selectivity.

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