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Second generation of cata-annulated azaacene bisimides: towards electron accepting materials

We present the 2nd generation of cata-annulated azaacene bisimides with increased electron affinities (up to -4.38 eV) compared to their consaguine conventional azaacenes. These compounds were synthesized via Buchwald-Hartwig coupling followed by oxidation with MnO2. Crystal structure engineering th...

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Bibliographic Details
Main Authors: Hippchen, Nikolai (Author) , Heinzel, Elena (Author) , Zhang, Cathy K. (Author) , Jäger, Patrick (Author) , Elter, Maximilian (Author) , Ludwig, Philipp (Author) , Rominger, Frank (Author) , Freudenberg, Jan (Author) , Cao, Dennis D. (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 03 April 2023
In: ChemPlusChem
Year: 2023, Pages: 1-8
ISSN:2192-6506
DOI:10.1002/cplu.202300158
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/cplu.202300158
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/cplu.202300158
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Author Notes:authors: Nikolai Hippchen, Elena Heinzel, Cathy K. Zhang, Patrick Jäger, Maximilian Elter, Philipp Ludwig, Frank Rominger, Jan Freudenberg, Dennis D. Cao, and Uwe Heiko Bunz
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Summary:We present the 2nd generation of cata-annulated azaacene bisimides with increased electron affinities (up to -4.38 eV) compared to their consaguine conventional azaacenes. These compounds were synthesized via Buchwald-Hartwig coupling followed by oxidation with MnO2. Crystal structure engineering through variation of the bisimide substituents furnished crystalline derivatives suitable for proof of concept organic field effect transistors with electron mobilities up to 2.2 x10-4 cm2(Vs)‑1. Moreover, we were able to characterize the charge carrying species, the radical anion, using electron paramagnetic resonance and absorption measurements.
Item Description:Gesehen am 04.04.2023
Physical Description:Online Resource
ISSN:2192-6506
DOI:10.1002/cplu.202300158

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