Synthesis 2009(14): 2408-2412  
DOI: 10.1055/s-0029-1216832
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Kumada Cross-Coupling of Aryl Grignard Reagents with Aryl Halides Catalyzed by an Immobilized Nickel Catalyst

Xiaofang Chena, Lei Wang*a,b, Jie Liua
a Department of Chemistry, Huaibei Coal Teachers College, Huaibei, Anhui 235000, P. R. of China
b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China
Fax: +86(561)3090518; e-Mail: leiwang@hbcnc.edu.cn;
Further Information

Publication History

Received 22 January 2009
Publication Date:
27 May 2009 (online)

Abstract

The Kumada cross-coupling reaction of a variety of unactivated aryl bromides and aryl chlorides with phenylmagnesium bromide has been developed. The reaction is catalyzed by an immobilized nickel(II) complex containing a pyrrolidine unit, which is part of a bidentate nitrogen ligand. The catalyst is highly efficient for the Kumada reaction, which proceeds smoothly at 10 ˚C to generate the corresponding products in good to excellent yields. In addition, the catalyst can be reused five times without significant loss of activity.