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Enantioselective Hydrogenation of Aromatic Ketones Catalyzed by a Mesoporous Silica‐Supported Iridium Catalyst
Author(s) -
Liu Guohua,
Yao Mei,
Wang Jianyao,
Lu Xiaoquan,
Liu Mouming,
Zhang Fang,
Li Hexing
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800110
Subject(s) - iridium , catalysis , chemistry , enantioselective synthesis , mesoporous silica , mesoporous material , asymmetric hydrogenation , organic chemistry , polymer chemistry
A mesoporous, silica‐supported, chiral iridium catalyst with a highly ordered dimensional‐hexagonal mesostructure was prepared by postgrafting the organometallic complex (1‐diphenylphosphino‐2‐triethylsilylethane)[( R,R )‐1,2‐diphenylethylenediamine]iridium chloride {IrCl[PPh 2 (CH 2 ) 2 Si(OEt) 3 ] 2 [( R , R )‐DPEN] (DPEN=1,2‐diphenylethylenediamine)} on SBA‐15 silica. During the asymmetric hydrogenation of various aromatic ketones under 40 atm of hydrogen, the mesoporous, silica‐supported, chiral iridium catalyst exhibited high catalytic activity (more than 95% conversions) and excellent enantioselectivity (up to more than 99% ee ). The catalyst could be recovered easily and used repetitively seven times without significantly affecting the catalytic activity and the enantioselectivity.