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Synfacts 2009(2): 0222-0222  
DOI: 10.1055/s-0028-1087618
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Silica-Supported Palladium Catalysts for Suzuki-Miyaura Reactions

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Chung Keun Jin
M. Trilla, G. Borja, R. Pleixats*, M. W. C. Man, C. Bied, J. J. E Moreau
Universitat Autònoma de Barcelona, Spain and Ecole Nationale Supérieure de Chimie de Montpellier, France
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Publication History

Publication Date:
22 January 2009 (online)

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Significance

Organic-inorganic hybrid materials M1-M3 were prepared from monosilylated imidazolium 2 and disilylated dihydroimidazolium 5 salts with NaBF4 and CMICl under acidic conditions. Mixtures of Pd(OAc)2 and these hybrid materials were found to efficiently promote the Suzuki-Miyaura reactions of aryl bromides. Thus, a mixture of Pd(OAc)2 and M1-M3 catalyzed the coupling of phenylboronic acid 6 with 4-bromoacetophenone 7, 4-bromoanisole 9 and 4-chloro-acetophenone 11 to give the corresponding biaryls 8 (34-100% yield) and 10 (33-100% yield).