Perfluoroalkylated Polymer-Supported Palladium Catalyst

N. Audic; P. W. Dyer; E. G. Hope; A. M. Stuart; S. Suhard

doi:10.1055/s-0030-1258912

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Synfacts 2010(12): 1432-1432
DOI: 10.1055/s-0030-1258912

Polymer-Supported Synthesis

Perfluoroalkylated Polymer-Supported Palladium Catalyst

Contributor(s): Yasuhiro Uozumi, Toshimasa Suzuka
N. Audic, P. W. Dyer, E. G. Hope, A. M. Stuart*, S. Suhard
University of Leicester and Durham University, UK

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Publication History

Publication Date:
22 November 2010 (online)

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Significance

The perfluoroalkylated polystyrene resin-supported tri[(heptadecafluorodecyl)phenyl]phosphine palladium complex was prepared and found to promote the Suzuki-Miyaura cross-coupling. Thus, the crosslinked perfluoroalkylated polystyrene beads 1 were prepared from 4-(perfluoro-n-octyl)styrene, divinylbenzene, and styrene via polymerization with AIBN. The reaction of fluoro-resin 1 with {PdCl₂[P(4-C₆H₄C₂H₄C₈F₁₇)₃]₂} 2 gave the polymer-supported complex 3. The Suzuki-Miyaura cross-coupling of 4-bromoacetophenone (4) and phenylboronic acid (5) was carried out in the presence of polymeric catalyst 3 to give the coupling product 6 with 99% conversion.