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(Aza)Pentacenes Clipped into a Ring: Stabilization of Large (Aza)Acenes
Author(s) -
Ahrens Lukas,
Tverskoy Olena,
Weigold Svenja,
Ganschow Michael,
Rominger Frank,
Freudenberg Jan,
Bunz Uwe H. F.
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202015348
Subject(s) - ring (chemistry) , chemistry , clipping (morphology) , crystallography , oxidative phosphorylation , complement (music) , stereochemistry , photochemistry , organic chemistry , philosophy , biochemistry , linguistics , complementation , gene , phenotype
A doubly alkylene bridged 6,13‐diphenylpentacene and analogously bridged azapentacenes were prepared; they are persistent. The doubly bridged azapentacenes display superior photochemical, oxidative and thermal stabilities compared to azapentacenes protected by bis(TIPS‐ethynyl)‐substituents—clipping an azaacene into a large ring is a viable complement in stabilization.