Synthesis and structural characterization of meso-thienyl core-modified porphyrins

Abstract

A series of meso-thienyl-substituted porphyrins with different porphyrin cores such as N₃S, N₂S₂ and N₃O were synthesized and characterized. The thienyl groups at the meso-carbon atoms change the electronic properties of the porphyrin ring. The X-ray structure solved for the N₂S₂ porphyrin with four meso-thienyl groups showed supramolecular assembly formation in the solid state due to C−H•••N hydrogen bonding between the CH group of the meso-thienyl group of one porphyrin ring with the pyrrole N atom of another porphyrin ring. The X-ray analysis of the N₃S porphyrin with two meso-thienyl groups and two meso-aryl groups did not show any supramolecular assembly formation in the solid state.