Convergent strategy for the regioselective synthesis of nonaggregated α-triaryl-β-carboxy zinc phthalocyanines.

Abstract

A new design of nonaggregated zinc(II) carboxyphthalocyanines with potential application in dye-sensitized solar cells has been developed. It is based on the introduction of bulky and rigid aryl groups at three α positions of the macrocycle. The synthesis has been carried out following a convergent route in which the bulky aryl groups are introduced by a Suzuki-Miyaura cross-coupling reaction on a preformed triiodophthalocyanine derivative. Two regioisomers of this α-triaryl-β-carboxyphthalocyanine could be isolated by column chromatography.