Modular Approach to Silicon-Bridged Biaryls: Palladium-Catalyzed Intramolecular Coupling of 2-(Arylsilyl)aryl Triflates

被引:153
作者
Shimizu, Masaki [1 ]
Mochida, Kenji [1 ]
Hiyama, Tamejiro [1 ]
机构
[1] Kyoto Univ Katsura, Kyoto Univ, Dept Chem Mat, Grad Sch Engn,Nishikyo Ku, Kyoto 6158510, Japan
关键词
biaryls; C-H activation; luminescence; palladium; silicon;
D O I
10.1002/anie.200804146
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Bridge of Si: Intramolecular direct arylation of 2-(arylsilyl)aryl triflates is catalyzed smoothly by Pd(OAc) 2/PCy3 in the presence of Et2NH in dimethylacetamide (DMA), giving rise to the corresponding silicon-bridged biaryls in good to excellent yields. The new approach has led to the synthesis of a silicon-bridged 2-phenylindole (see scheme) that exhibits blue photoluminescence in the solid state with extremely high quantum yields. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9760 / 9764
页数:5
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