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trans ‐[RuCl 2 (phosphane) 2 (1,2‐diamine)] and Chiral trans ‐[RuCl 2 (diphosphane)(1,2‐diamine)]: Shelf‐Stable Precatalysts for the Rapid, Productive, and Stereoselective Hydrogenation of Ketones
Author(s) -
Doucet Henri,
Ohkuma Takeshi,
Murata Kunihiko,
Yokozawa Tohru,
Kozawa Masami,
Katayama Eiji,
England Anthony F.,
Ikariya Takao,
Noyori Ryoji
Publication year - 1998
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(19980703)37:12<1703::aid-anie1703>3.0.co;2-i
Subject(s) - acetophenone , asymmetric hydrogenation , diamine , stereoselectivity , chemistry , noyori asymmetric hydrogenation , catalysis , medicinal chemistry , organic chemistry , enantioselective synthesis
A turnover number (TON) of 2 400 000 and a turnover frequency (TOF) of 63 s −1 are achieved with the chiral Ru II complex 1 (R= p ‐CH 3 C 6 H 4 ) in the asymmetric hydrogenation of acetophenone. Carbonyl‐selective asymmetric hydrogenation of α , β ‐unsaturated ketones proceeds in the presence of these Ru II catalysts, and 4‐substituted cyclohexanones are selectively converted into cis alcohols.