New approach to unsymmetrical 1,3-diazatriphenylenes through intramolecular oxidative cyclodehydrogenation

An efficient synthetic route towards previously inaccessible dibenzof,h]quinazolines and 1]benzothieno3,2-f]benzoh]quinazolines through FeCl₃-mediated intramolecular oxidative cyclodehydrogenation of readily available 5-(1,1′-biphenyl]-2-yl)pyrimidines and 5-(2-phenylbenzob]thiophen-3-yl)pyrimidines is described. Molecular orbital calculations (DFT), as well as redox and photophysical measurements for all new compounds have been performed. The data show that the reported polycyclic systems have a potential to use in organic electronic applications.