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Synfacts 2008(5): 0550-0550  
DOI: 10.1055/s-2008-1072553
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Heck Reaction with Silica Gel Supported Palladium Nanoparticles

Contributor(s): Yasuhiro Uozumi, Takao Osako
S. Cacchi*, A. Vallribera*
Università della Tuscia, Viterbo, Università degli Studi ‘La Sapienza’ and Istituto Superiore di Sanità, Rome, Italy; Universitat Autònoma de Barcelona, Spain
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Publication History

Publication Date:
23 April 2008 (online)

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Significance

Phosphine-free perfluoro-tagged palladium nanoparticles (Pd-1), which were obtained by reduction of PdCl2 with methanol at 60 °C in the presence of NaCl and compound 1, were immobilized on fluorous silica gel (FSG) by addition of FSG to a perfluorooctane solution of Pd-1. The nano composite Pd-1/FSG (0.1 mol% Pd) catalyzed the Heck reaction of various aryl iodides 2 with methyl acrylate at 100 °C to give the corresponding methyl cinnamates in 74-98% yield (10 examples). The catalyst was recovered by filtration and reused 14 times without loss of catalytic activity.