Asymmetric Hydrosilylation of Aromatic Ketones Catalyzed by an Economical and Effective Copper-Diphosphine Catalytic System in Air

被引:8
|
作者
Liang, Minting [1 ]
Xia, Xiaofeng [1 ]
Liu, Xiang [1 ]
Li, Hexing [2 ]
机构
[1] Jiangnan Univ, Sch Chem & Mat Engn, Minist Educ, Key Lab Food Colloids & Biotechnol, Wuxi 214122, Jiangsu, Peoples R China
[2] Shanghai Normal Univ, Chinese Minist Educ Resource Chem, Key Lab, Shanghai 200234, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; hydrosilylation; ketones; copper salt; polymethylhydrosiloxane; EFFICIENT ENANTIOSELECTIVE HYDROSILYLATION; CONJUGATE REDUCTION; COPPER(II)-DIPYRIDYLPHOSPHINE CATALYST; SELECTIVE HYDROSILYLATION; HETEROARYL KETONES; COMPLEXES; LIGANDS; ARYL; HYDROGENATION; RHODIUM;
D O I
10.1002/cjoc.201500072
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:578 / 582
页数:5
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