Second Generation of Cata‐Annulated Azaacene Bisimides: Towards Electron‐Accepting Materials

Abstract

This work presents the 2 nd generation of cata-annulated azaacene bisimides with increased electron affinities (up to À 4.38 eV) compared to their consaguine conventional azaacenes. These compounds were synthesized via Buchwald-Hartwig coupling followed by oxidation with MnO 2 . Crystal structure engineering through variation of the bisimide sub-stituents furnished crystalline derivatives suitable for proof of concept organic field effect transistors with electron mobilities up to 2.2 × 10 À 4 cm 2 (Vs) À 1 . Moreover, we were able to characterize the charge carrying species, the radical anion, using electron paramagnetic resonance and absorption measurements.