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Kinetic Influences on Enantioselectivity for Non‐Diastereopure Catalyst Mixtures
Author(s) -
Blackmond Donna G.,
Rosner Thorsten,
Neugebauer Torsten,
Reetz Manfred T.
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990802)38:15<2196::aid-anie2196>3.0.co;2-9
Subject(s) - diastereomer , itaconic acid , catalysis , chemistry , kinetic energy , kinetics , enantioselective synthesis , organic chemistry , reaction rate , polymer , copolymer , physics , quantum mechanics
Different kinetic rate laws were observed for two diastereomeric catalysts which separately gave opposite enantioselectivities in the asymmetric hydrogenation of the dimethyl ester of itaconic acid. In reactions carried out using an equal mixture of the two catalysts, a conversion‐dependent enantioselectivity was predicted from the separate reaction‐rate data, in agreement with the experimentally observed final enantioselectivity of 54.8 % ee (see diagram).