New carbazole appended subporphyrin displaying intramolecular charge transfer and solid state fluorescence

Abstract

A new subporphyrin namely, hydroxo-5,10,15-tri(N-propyl-3-carbazolyl)subporphyri natoboron(III) 6 has been synthesized via the reported litreture procedure by the condensation of pyridine-tri-N-pyrrolylborane with 9-propyl-9H-carbazole-3-carbaldehyde. Its porphyrin analog i.e. 5,10,15,20-tetra(N-propyl-3-carbazolyl)porphyrin has also been isolated from the reaction mixture, formed due to scrambling process and complexed with Zn(II). Photophysical properties of both subporphyrin and Zn(II)porphyrin have been studied in detail to confirm the intramolecular charge transfer process in subporphyrin analog. In addition, the ring contracted congener 6 also displays solid state fluorescence.