Org. Lett., 10 (4), 561 -564, 2008. 10.1021/ol7024845 S1523-7060(70)02484-7
Web Release Date: January 19, 2008

Copyright © 2008 American Chemical Society

Phosphine-Free Perfluoro-Tagged Palladium Nanoparticles Supported on Fluorous Silica Gel: Application to the Heck Reaction

Roberta Bernini, Sandro Cacchi,* Giancarlo Fabrizi, Giovanni Forte, Sandra Niembro, Francesco Petrucci, Roser Pleixats, Alessandro Prastaro, Rosa Maria Sebastin, Roger Soler, Mar Tristany, and Adelina Vallribera*

Dipartimento A.B.A.C., Università della Tuscia e Consorzio Universitario "La Chimica per l'Ambiente", Via S. Camillo De Lellis, 01100 Viterbo, Italy, Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università degli Studi "La Sapienza", P.le A. Moro 5, 00185 Rome, Italy, Istituto Superiore di Sanità, Viale Regina Elena 299, 00161 Rome, Italy, and Department of Chemistry, Universitat Autnoma de Barcelona, Cerdanyola 08193, Spain

sandro.cacchi@uniroma1.it; adelina.vallribera@uab.es

Received October 25, 2007

Abstract:

The immobilization of phosphine-free perfluoro-tagged palladium nanoparticles Pd-1 on fluorous silica gel (FSG) and their utilization in the Heck reaction have been investigated. High yields of vinylic substitution products have been obtained. Recycling studies have shown that the solid-supported palladium catalyst can be readily recovered and reused several times without significant loss of activity. Reactions and recovery of the solid-supported palladium catalyst system can be carried out in the presence of air, without any particular precaution.


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