Palladium-catalyzed borylation of aryl chlorides: Scope, applications, and computational studies

被引:306
作者
Billingsley, Kelvin L. [1 ]
Barder, Timothy E. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
boronate esters; borylation; C-C coupling; palladium; Suzuki-Miyaura coupling;
D O I
10.1002/anie.200701551
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) From chloride to boronate: Catalysts comprising palladium and biaryl monophosphine ligands provide highly active systems for the borylation of aryl and heteroaryl chlorides (see scheme). Symmetrical and unsymmetrical biaryl products can also be prepared directly from two aryl chlorides without isolation of the intermediate boronate esters. Computational studies provide insight into the roles of the biaryl phosphine ligand and the KOAc base in the catalytic cycle. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5359 / 5363
页数:5
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