Synlett 2006(10): 1503-1506  
DOI: 10.1055/s-2006-941585
LETTER
© Georg Thieme Verlag Stuttgart · New York

Self-Supported Heterogeneous Star-Shaped Oxime-Palladacycle Catalysts for the Suzuki Coupling Reactions

Qing-Ping Liub,c, Ying-Chun Chen*a, Yong Wua, Jin Zhub, Jin-Gen Deng*a,b
a Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. of China
Fax: +86(28)85502609; e-Mail: ycchenhuaxi@yahoo.com.cn;
b Key Laboratory of Asymmetric Synthesis & Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P. R. of China
e-Mail: jgdeng@cioc.ac.cn;
c Graduate School of Chinese Academy of Sciences, Beijing, P. R. of China
Further Information

Publication History

Received 22 February 2006
Publication Date:
12 June 2006 (online)

Abstract

A novel strategy to synthesize heterogeneous star-shaped oxime-palladacycle catalysts, which exhibited good catalytic activity and recyclability in the Suzuki coupling of aryl bromides and chlorides, was described.

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General Procedure for the Synthesis of Self-Supported Catalyst 3.
To a solution of Li2PdCl4 (116 mg, 0.44 mmol) and NaOAc (38.3 mg, 0.46 mmol) in MeOH (4 mL) was added a solution of the corresponding star-shaped oxime 2 (0.49 mmol) in MeOH (4 mL). Brown solid precipitated from the solution in about half an hour. After stirring at r.t. for 1 d, the mixture was further stirred at 40 °C for 48 h. The mixture was filtered and washed thoroughly with H2O, MeOH and acetone. The solid was dried under high vacuum at 50 °C for 10 h. The Pd loading was determined by ICP analysis.