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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Hauptverfasser: Zeitter, Nico (VerfasserIn) , Hippchen, Nikolai (VerfasserIn) , Maier, Steffen (VerfasserIn) , Rominger, Frank (VerfasserIn) , Dreuw, Andreas (VerfasserIn) , Freudenberg, Jan (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal) Festschrift
Sprache:Englisch
Veröffentlicht: June 27, 2022
In: Angewandte Chemie. International edition
Year: 2022, Jahrgang: 61, Heft: 26
ISSN:1521-3773
DOI:10.1002/anie.202200918
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Online-Zugang: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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Verfasserangaben:Nico Zeitter, Nikolai Hippchen, Steffen Maier, Frank Rominger, Andreas Dreuw, Jan Freudenberg, and Uwe H.F. Bunz
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Zusammenfassung: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.
Beschreibung:Online veröffentlicht am 04. April 2022
Gesehen am 13.12.2022
Beschreibung:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.202200918