Luminescent Superbenzene with Diarylamino and Diarylboryl Groups.

Dianisylamino donor and dimesitylboryl acceptor substituents were introduced at the 2,11-positions of hexa-peri-hexabonzocoronene (HBC) to demonstrate an effective fluorescent enhancement of HBC as virtually nonfluorescent "superbenzene". The present donor-acceptor substitution replaced the typical weak α-band with an intense intramolecular charge-transfer band in the absorption spectrum, thereby leading to a much larger fluorescence quantum yield (Φf = 0.56 in CH2Cl2) than any other HBC derivatives.