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Asymmetric Hydrosilylation of Aromatic Ketones Catalyzed by an Economical and Effective Copper‐Diphosphine Catalytic System in Air
Author(s) -
Liang Minting,
Xia Xiaofeng,
Liu Xiang,
Li Hexing
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500072
Subject(s) - chemistry , hydrosilylation , steric effects , catalysis , copper , enantiomeric excess , yield (engineering) , enantiomer , organic chemistry , medicinal chemistry , enantioselective synthesis , metallurgy , materials science
In the presence of the inexpensive and non‐toxic polymethylhydrosiloxane, the combination of copper(II) acetate and a chiral diphosphine displayed high catalytic efficiency in the asymmetric hydrosilylation of a series of aromatic ketones in air atmosphere and at room temperature. ( R )‐1‐Arylethanols were obtained with up to 99% yield and 93% enantiomeric excess. Meanwhile, the electron effect and steric hindrance of substituents on the aromatic ring had an interesting influence on both the yields and enantioselectivities. Furthermore, a possible mechanism was presented to explain the influence of some key factors on the reaction.