Radially π-Extended Pyrrole-Fused Azacoronene: A Series of Crystal Structures of HPHAC with Various Oxidation States.

Radially π-extended hexapyrrolohexaazacoronene (HPHAC ) was synthesized in two steps with 2,5-di--butyl-acenaphtho[1,2-]pyrrole and hexafluorobenzene. Like its parent HPHAC , exhibited reversible oxidation behavior. Crystal structures of not only the neutral and dicationic compounds but also the radical cation were all revealed. While analyzing its peculiar structure, the formation of a 1:1 complex with C was observed in solution by NMR and absorption analyses. The spectroscopic analyses of and were performed based on magnetic circular dichroism and theoretical calculations.