(Aza)Pentacenes Clipped into a Ring: Stabilization of Large (Aza)Acenes
| Autor: | Michael Ganschow, Uwe H. F. Bunz, Jan Freudenberg, Lukas Ahrens, Olena Tverskoy, Frank Rominger, Svenja Weigold |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
acenes
010405 organic chemistry Chemistry Communication General Medicine General Chemistry semiconductors 010402 general chemistry Ring (chemistry) Photochemistry Organic Materials | Hot Paper 01 natural sciences Catalysis Communications 0104 chemical sciences Complement (complexity) stabilization X-ray diffraction organic materials X-ray crystallography |
| Zdroj: | Angewandte Chemie (International Ed. in English) |
| ISSN: | 1521-3773 1433-7851 |
| Popis: | 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. Doubly alkylene bridged tetraazahexacene and (aza)pentacenes were synthesized, introducing an alternative and complementary method of stabilization of large (hetero)acenes to trialkylsilylalkynylation. The examined materials display superior photochemical and thermal stabilities compared to their TIPS‐ethynyl substituted congeners. |
| Databáze: | OpenAIRE |
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