Palladium-Catalyzed Regioselective Diarylation of o-Carboranes By Direct Cage B-H Activation

被引:104
作者
Quan, Yangjian [1 ,2 ]
Xie, Zuowei [1 ,2 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
[2] Chinese Univ Hong Kong, State Key Lab Synthet Chem, Shatin, Hong Kong, Peoples R China
关键词
arylation; B-H activation; carborane; coupling reactions; homogeneous catalysis; METAL-MEDIATED FUNCTIONALIZATION; CROSS-COUPLING REACTIONS; PHOTOPHYSICAL PROPERTIES; ORGANIC-MOLECULES; ORTHO-ARYLATION; DRUG DISCOVERY; BORON; TRANSITION; CHEMISTRY; BONDS;
D O I
10.1002/anie.201507697
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium-catalyzed intermolecular coupling of o-carborane with aromatics by direct cage B-H bond activation has been achieved, leading to the synthesis of a series of cage B(4,5)-diarylated-o-carboranes in high yields with excellent regioselectivity. Traceless directing group -COOH plays a crucial role for site-and di-selectivity of such intermolecular coupling reaction. A Pd-II-Pd-IV-Pd-II catalytic cycle is proposed to be responsible for the stepwise arylation.
引用
收藏
页码:1295 / 1298
页数:4
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