Heck reaction catalyzed by Pd/C, in a triphasic—organic/Aliquat 336/aqueous—solvent system

A Perosa, P Tundo, M Selva, S Zinovyev…

Index: Perosa, Alvise; Tundo, Pietro; Selva, Maurizio; Zinovyev, Sergei; Testa, Alberto Organic and Biomolecular Chemistry, 2004 , vol. 2, # 15 p. 2249 - 2252

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Citation Number: 45

Abstract

The rate of the Pd/C catalyzed Heck coupling of Ar-I with CH2CH-R is accelerated tenfold by the presence of Aliquat 336 (A336), a well known phase transfer catalyst, and an ionic liquid. Both when conducted in A336 as solvent, and in an isooctane/A336/aqueous triphasic mixture, the Heck reaction of aryl iodides with electron deficient olefins, catalyzed by Pd/C, proceeds with high yields and selectivity. When KOH is used instead of Et3N, selective ...