Iron(iii)-based ionic liquid-catalyzed regioselective benzylation of arenes and heteroarenes

Abstract

An easily prepared Fe(III)-derived Lewis acid ionic liquid ([C₄mim][FeCl₄]), being comprised of 1-butyl-3-methyl imidazolium cation and tetrachloroferrate anion, was found to be an efficient, recyclable catalyst for benzylation of various arenes/heteroarenes into the diarylmethanes derivatives under mild reaction conditions without utilization of additional organic solvent. Interestingly, the acidity of [C₄mim][FeCl₄] could account for its catalytic activity in promoting the Lewis acid-catalyzed alkylation. Notably, this type of Fe(III)-based ionic liquid (IL) shows excellent stability, and could be easily recovered, and reused for five times without significant loss of its catalytic activity.