Synthesis of N-aryl imidazoles catalyzed by copper nanoparticles on nanosized silica-coated maghemite

Abstract

A magnetically recoverable catalyst consisting of copper nanoparticles (CuNPs) on nanosized silica-coated maghemite is presented. The catalyst has been prepared under mild conditions by mixing the magnetic support with a freshly prepared suspension of CuNPs obtained by fast reduction of anhydrous CuCl2 with lithium sand and a catalytic amount of DTBB (4,4′-di-tert-butylbiphenyl) as electron carrier. This copper-based catalyst has shown to be very efficient in the N-(hetero)arylation of imidazole using (hetero)aryl bromides and iodides as arylating agents under ligand-free conditions. The catalyst is easily recovered by means of an external magnet and can be reutilized in three N-arylation cycles without apparent loss of catalytic activity.