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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 50期

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

页码：9760 / 9764

页数：5

共 91 条

[41] CHEMISTRY OF ORGANO-SILICON COMPOUNDS .187. PHOTOCHEMISTRY OF DIBENZO-1,1,2,2-TETRAMETHYL-1,2-DISILACYCLOHEXA-3,5-DIENE AND THE GERMANIUM ANALOG - EXCLUSIVE EXTRUSION OF THE DIVALENT SPECIES [J].