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The radical anion, dianion and electron transport properties of tetraiodotetraazapentacene

Tetraiodotetraazapentacene I4TAP, the last missing derivative in the series of halogenated silylated tetraazapentacenes, was synthesized via condensation chemistry from a TIPS-ethynylated diaminobenzothiadiazol in three steps. Single and double reduction furnished its air-stable monoanion and relati...

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Main Authors: Wiesner, Thomas (Author) , Wu, Zhu (Author) , Han, Jie (Author) , Ji, Lei (Author) , Friedrich, Alexandra (Author) , Krummenacher, Ivo (Author) , Moos, Michael (Author) , Lambert, Christoph (Author) , Braunschweig, Holger (Author) , Rudin, Benjamin (Author) , Reiß, Hilmar (Author) , Tverskoy, Olena (Author) , Rominger, Frank (Author) , Dreuw, Andreas (Author) , Marder, Todd B. (Author) , Freudenberg, Jan (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 02 August 2022
In: Chemistry - a European journal
Year: 2022, Volume: 28, Issue: 69, Pages: 1-8
ISSN:1521-3765
DOI:10.1002/chem.202201919
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202201919
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202201919
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Author Notes:Thomas Wiesner, Zhu Wu, Jie Han, Lei Ji, Alexandra Friedrich, Ivo Krummenacher, Michael Moos, Christoph Lambert, Holger Braunschweig, Benjamin Rudin, Hilmar Reiss, Olena Tverskoy, Frank Rominger, Andreas Dreuw, Todd B. Marder, Jan Freudenberg, and Uwe H.F. Bunz
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Summary:Tetraiodotetraazapentacene I4TAP, the last missing derivative in the series of halogenated silylated tetraazapentacenes, was synthesized via condensation chemistry from a TIPS-ethynylated diaminobenzothiadiazol in three steps. Single and double reduction furnished its air-stable monoanion and relatively air-stable dianion, both of which were characterized by crystallography. All three species are structurally and spectroscopically compared to non-halogenated TAP and Br4TAP. I4TAP is an n-channel material in thin-film transistors with average electron mobilities exceeding 1 cm2 (Vs)−1.
Item Description:Gesehen am 08.12.2022
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202201919

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