Polycyclic Aromatic Hydrocarbons by Cyclodehydrogenation and Skeletal Rearrangement of Oligophenylenes

摘要

Polycyclic aromatic hydrocarbons (PAHs) are becoming increasingly important in the areas of molecular electronics and optoelectronics. They are also of theoretical interest as modelsfor graphite. We showed that the oxidative cyclodehydrogenation of oligophenylene precursors, for example the cyclization of hexapheriylbenzene (HPhB. I) to hexa-peri-hexabenzocoronene (HBC, 2; Scheme 1), can serve as a mild method for the synthesis of PAHs in high yields. In this case the oligophenylenes must render planarization to PAHs possible by elimination of hvdroeen and formation of C—C bonds.