2015年8月
Electron-Deficient Tetrabenzo-Fused Pyracylene and Conversions into Curved and Planar pi-Systems Having Distinct Emission Behaviors
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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- 巻
- 54
- 号
- 32
- 開始ページ
- 9308
- 終了ページ
- 9312
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1002/anie.201503783
- 出版者・発行元
- WILEY-V C H VERLAG GMBH
Polycyclic aromatic compounds containing fully unsaturated five-membered ring(s) have been intensively studied because of their unique properties, which include high electron affinity and reactivity. Reported herein is an efficient route for the synthesis of tetrabenzo-fused pyracylene, which comprises pyracylene and tetracene segments, using intramolecular oxidative CH coupling. It was shown to possess high electron affinity and was found to undergo addition reactions with n-butyllithium or benzyne. These reactions led to either a 1,4-addition compound or triptycene-type adduct with a curved or planar -system, respectively. Although these compounds exhibited similar sky-blue emissions in a dilute solution, the emission band of the 1,4-addition compound was significantly red-shifted in the solid state and exhibited intense yellow emission attributable to the excimer, while the triptycene-type adduct retained the intense blue color emission in the solid state.
- リンク情報
- ID情報
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- DOI : 10.1002/anie.201503783
- ISSN : 1433-7851
- eISSN : 1521-3773
- Web of Science ID : WOS:000358621500029