Conformationally Flexible Biphenyl-phosphane Ligands for Ru-Catalyzed Enantioselective Hydrogenation
- 15 February 1999
- journal article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 38 (4) , 495-497
- https://doi.org/10.1002/(sici)1521-3773(19990215)38:4<495::aid-anie495>3.0.co;2-o
Abstract
Stereomutation of a BIPHEP/RuCl2/diamine complex (shown schematically) is possible because of the conformational flexibilty of BIPHEP ligands. The result is an asymmetric activation in the Ru‐catalyzed hydrogenation of carbonyl compounds to optically active alcohols. Whereas a racemic BINAP/RuCl2 complex with a chiral diamine activator gives a 1:1 mixture of two diastereomers, unequal amounts of the diastereomers can be produced from a BIPHEP/RuCl2 complex and a chiral diamine. Ar=3,5‐dimethylphenyl, BINAP=2,2′‐bis(diphenylphosphanyl)‐1,1′‐binaphthyl, BIPHEP=2,2′‐bis(diarylphosphanyl)biphenyl.Keywords
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