Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 52, Issue 14, Pages 3810-3821Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201209479
Keywords
acenes; electron-transport materials; heteroacenes; polycyclic heteroarenes; nitrogen heterocycles
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Funding
- Deutschen Forschungsgemeinschaft [DFG-Bu771-1]
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Azaacenes have been known for a very long time, either as N,N-dihydro compounds or in their oxidized form as 4n+2 systems, but only recently have processable and charcterizable derivatives been sought. In the last three years synthetic routes to large N-heteroacenes have been developed. In particular, the Pd-catalyzed coupling of aromatic diamines with activated aromatic dihalogenides has enabled simple access to numerous new azaacenes. Since 2010, azapentacene and stabile oligoazahexacene have been synthesized, as well as a symmetrical tetraazapentacene, which acts as an excellent electron-transport material for thin-film transistors.
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