Hexaazatriphenylene derivatives with tunable lowest unoccupied molecular orbital levels

Org Lett. 2011 Aug 19;13(16):4378-81. doi: 10.1021/ol201717d. Epub 2011 Jul 27.

Abstract

A series of n-type hexaazatriphenylene derivatives were synthesized by condensation coupling of 1,2-diamines and 1,2-diketones. The study of their photophysical and electrochemical properties showed that their lowest unoccupied molecular orbital (LUMO) energy levels could be effectively tuned from -3.54 to -4.02 eV simply by increasing the number of pyrazine units in their molecular structures.