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

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-(HN)-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 mesothienyl groups and two meso-aryl groups did not show any supramolecular assembly formation in the solid state. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 2003)