Heck Reaction Catalyzed by Nanosized Palladium on Chitosan in Ionic Liquids

Palladium nanocolloids supported on chitosan behave as very efficient heterogeneous catalysts in the Heck reaction of aryl bromides and activated aryl chlorides in tetrabutylammonium bromide as solvent and tetrabutylammonium acetate as base. Only 15 min is required to convert bromobenzene or p-nitro...

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Veröffentlicht in:Organometallics 2004-10, Vol.23 (22), p.5154-5158
Hauptverfasser: Calò, Vincenzo, Nacci, Angelo, Monopoli, Antonio, Fornaro, Antonio, Sabbatini, Luigia, Cioffi, Nicola, Ditaranto, Nicoletta
Format: Artikel
Sprache:eng
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Zusammenfassung:Palladium nanocolloids supported on chitosan behave as very efficient heterogeneous catalysts in the Heck reaction of aryl bromides and activated aryl chlorides in tetrabutylammonium bromide as solvent and tetrabutylammonium acetate as base. Only 15 min is required to convert bromobenzene or p-nitrochlorobenzene into cinnamates. The efficiency of this catalyst is due to the stabilization of Pd colloids by the solvent and to a very fast PdH neutralization by the base. In contrast, no reaction occurs when utilizing imidazolium-based ionic liquids. The stability of the catalyst allows an extensive recycle in the coupling of iodoaromatics with butyl acrylate.
ISSN:0276-7333
1520-6041
DOI:10.1021/om049586e