5,7,12,14‐Tetrafunctionalized 6,13‐Diazapentacenes

The synthesis, property evaluation, and single crystal X‐ray structures of four 5,7,12,14‐tetrafunctionalized diazapentacenes are presented. The synthesis of these compounds either starts from tetrabromo‐N,N‐dihydrodiazapentacene or from a diazapentacene tetraketone. Pd‐catalyzed coupling or addition of a lithium acetylide gave the precursors that furnish, after further redox reactions, the diazapentacenes as stable crystalline materials. The performance of the tetraphenyl‐substituted compound as n‐channel semiconductor was evaluated in organic field effect transistors.