Synthesis and Properties of Nitrogen-Containing Curved Heterosuperbenzene

Abstract

A novel nitrogen-functionalized curved superbenzene was prepared via oxidative cyclodehydrogenation of a suitable hexaarylbenzene precursor under mild conditions. The spectroscopic and electrochemical properties are detailed here and compared with those of permethoxylated hexa-peri-hexabenzocoronene. The crystal structure analysis confirmed that the molecule has an unequal ‘double-concave’ aromatic core due to the inclusion of a pyrimidine subunit and the steric encumbrance of the methoxy groups at the periphery.

Key words

polycyclic aromatic hydrocarbons - double-concave - heterosuperbenzene­ - hexa-peri-hexabenzocoronene - cyclodehydrogenation

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