An efficient synthesis of tetraazapentacenes

Organic electronics on demand? The palladium-catalyzed coupling of aromatic ortho-diamines with substituted dichloroquinoxalines furnishes N,N-dihydrotetraazaacenes, which were oxidized by MnO2 into the corresponding tetraazapentacenes (see structures; N blue, Cl green, Si yellow). The modular synth...

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Main Authors: Tverskoy, Olena (Author) , Rominger, Frank (Author) , Peters, Anastasia (Author) , Himmel, Hans-Jörg (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 17 March 2011
In: Angewandte Chemie. International edition
Year: 2011, Volume: 50, Issue: 15, Pages: 3557-3560
ISSN:1521-3773
DOI:10.1002/anie.201007654
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/anie.201007654
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201007654
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Author Notes:Olena Tverskoy, Frank Rominger, Anastasia Peters, Hans-Jörg Himmel and Uwe H.F. Bunz
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Summary:Organic electronics on demand? The palladium-catalyzed coupling of aromatic ortho-diamines with substituted dichloroquinoxalines furnishes N,N-dihydrotetraazaacenes, which were oxidized by MnO2 into the corresponding tetraazapentacenes (see structures; N blue, Cl green, Si yellow). The modular synthesis of these acenes allows the introduction of any substituent by choice of the proper quinoxaline derivative.
Item Description:Dedicated to Professor Günter Helmchen and Professor Rolf Gleiter
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Physical Description:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201007654