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Asymmetric hydrosilylation of ketones catalyzed by complexes formed from trans-diaminocyclohexane-based diamines and diethylzinc

Abstract Chiral acyclic and macrocyclic amines derived from trans-1,2-diaminocyclohexane in complexes with diethylzinc efficiently catalyze asymmetric hydrosilylation of aryl–alkyl and aryl–aryl ketones with enantiomeric excess of the product up to 86 %. A trianglamine ligand with a cyclic structure or the presence of an additional coordinating group increases the enantioselectivity of the reaction, in comparison with catalysis by a simple acyclic N,N′-dibenzyl-1,2-diaminocyclohexane ligand. In addition, the effect of the asymmetric activation of the catalyst by a variety of alcohols and diols is studied. Graphical Abstract

Authors:   Jadwiga Gajewy, Jacek Gawronski, Marcin Kwit
Journal:   Monatshefte für Chemie / Chemical Monthly
Year:   2012
DOI:   10.1007/s00706-012-0754-0
Publication date:   18-04-2012

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