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

Hongji Li; Lei Wang; Pinhua Li

doi:10.1055/s-2007-966065

PAPER

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

Hongji Li^a, Lei Wang*^a,b, Pinhua Li^a
^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

Abstract

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Abstract

Palladium immobilized on organic-inorganic (silica gel) hybrid materials behaves as a very efficient heterogeneous catalyst in Heck reactions. Iodoarenes, bromoarenes, as well as activated chloroarenes react smoothly with olefins to afford the corresponding cross-coupling products in good to excellent yields under phosphine- and amine-free reaction conditions in the presence of palladium immobilized on 3-[(2-aminoethyl)amino]propyl-functionalized silica gel (Silica-AAPTS-Pd) or palladium immobilized on 3-aminopropyl-functionalized silica gel (Silica-APTS-Pd) as catalyst. The silica-supported palladium catalyst could be recovered and recycled by simple filtration of the reaction solution, and used for more than ten consecutive trials without significant loss of catalytic activity.

Key words

Heck reaction - organic-inorganic hybrid material - palladium immobilization - heterogeneous catalysis

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

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