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Persistent ambipolar heptacenes and their redox species: dedicated to Professor Holger Braunschweig on the occasion of his 60th birthday

Sixfold TIPS-ethynylation combined with fourfold bromination of the armchair edges furnishes a long-lived, soluble heptacene; π-extension via Stille coupling accesses a persistent tetrabenzononacene. Both types of acenes were stabilized best by double TIPS-ethynylation on every other benzene ring. T...

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Main Authors: Zeitter, Nico (Author) , Hippchen, Nikolai (Author) , Maier, Steffen (Author) , Rominger, Frank (Author) , Dreuw, Andreas (Author) , Freudenberg, Jan (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal) Festschrift
Language:English
Published: June 27, 2022
In: Angewandte Chemie. International edition
Year: 2022, Volume: 61, Issue: 26
ISSN:1521-3773
DOI:10.1002/anie.202200918
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Festschrift
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202200918
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202200918
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Author Notes:Nico Zeitter, Nikolai Hippchen, Steffen Maier, Frank Rominger, Andreas Dreuw, Jan Freudenberg, and Uwe H.F. Bunz
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Summary:Sixfold TIPS-ethynylation combined with fourfold bromination of the armchair edges furnishes a long-lived, soluble heptacene; π-extension via Stille coupling accesses a persistent tetrabenzononacene. Both types of acenes were stabilized best by double TIPS-ethynylation on every other benzene ring. Tetrabromoheptacene is an ambipolar transistor material (up to 0.036 cm2 V−1 s−1 n-channel), which was corroborated by generation of its monoanion and monocation.
Item Description:Online veröffentlicht am 04. April 2022
Gesehen am 13.12.2022
Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.202200918

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