Synfacts 2006(9): 0964-0964  
DOI: 10.1055/s-2006-949258
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Polyvinylpyridine-Supported Palladacycle for the Suzuki Coupling Reaction

Contributor(s): Yasuhiro Uozumi, Tsutomu Kimura
W. Solodenko, K. Mennecke, C. Vogt, S. Gruhl, A. Kirschning*
Universität Hannover, Germany
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Publikationsverlauf

Publikationsdatum:
23. August 2006 (online)

Significance

Polyvinylpyridine-divinylbenzene-supported palladacycle 2 was prepared and used as a catalyst in the Suzuki coupling reaction. The polymer-supported palladacycle 2 was prepared by the reaction of di-µ-chlorodipalladium 1 with polyvinylpyridine (eq. 1). The Suzuki coupling reaction of 4-bromoacetophenone with various aryl and alkenyl boronic acids proceeded in the presence of the polymeric palladium complex 2 to give the corresponding coupling products in 63-96% yield (eq. 2). The coupling reaction of aryl chlorides with aryl boronic acids also took place under microwave irradiating conditions in water to give the biaryls in 3-90% yield (eq. 3). Catalyst 2 was reused four times without significant loss of catalytic activity.