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Large N‐Heteroacenes: New Tricks for Very Old Dogs?
Author(s) -
Bunz Uwe H. F.,
Engelhart Jens U.,
Lindner Benjamin D.,
Schaffroth Manuel
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201209479
Subject(s) - thin film transistor , combinatorial chemistry , coupling (piping) , materials science , transistor , simple (philosophy) , nanotechnology , chemistry , layer (electronics) , engineering , electrical engineering , composite material , philosophy , epistemology , voltage
Azaacenes have been known for a very long time, either as N,N′‐dihydro compounds or in their oxidized form as 4 n+2π 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.