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Synthesis 2008(15): 2405-2411  
DOI: 10.1055/s-2008-1067161
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Efficient and Recyclable Palladium Catalyst Anchored on Organic-Inorganic Hybrid Material: Application in the Heck Reaction

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

Received 1 January 2008
Publication Date:
08 July 2008 (online)

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Abstract

Palladium anchored on organic-inorganic (silica gel) hybrid materials behaves as a very efficient heterogeneous catalyst in the Heck reaction. Iodoarenes and bromoarenes react smoothly with alkenes to afford the corresponding cross-coupling products in good to excellent yields under phosphine- and amine-free reaction conditions in the presence of a palladium anchored on l-proline-functionalized silica gel as catalyst. The silica-supported palladium catalyst can be recovered and recycled by simple filtration of the reaction solution, and used for more than 14 consecutive trials without significant loss of its catalytic activity.

Key words

Heck reaction - organic-inorganic hybrid material - silica-anchored proline-palladium catalyst - heterogeneous catalysis - alkenes - aryl iodides - aryl bromides