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タイトル: | Dibenzodiazapyracylenes: Doubly N‐Doped Cyclopenta‐Fused Polycyclic Molecules That Exhibit High Carrier Mobility |
著者: | Morimoto, Yuki Koo, Yun Hee Otsubo, Kazuya Kitakado, Hidetsugu Seki, Shu Osuka, Atsuhiro Tanaka, Takayuki |
著者名の別形: | 森本, 祐希 大坪, 主弥 北鹿渡, 秀嗣 関, 修平 大須賀, 篤弘 田中, 隆行 |
キーワード: | Antiaromaticity Hole-Transporting Materials Microwave Conductivity Polycyclic Aromatic Hydrocarbons Solid-State Emission |
発行日: | Mar-2022 |
出版者: | Wiley |
誌名: | Angewandte Chemie |
巻: | 134 |
号: | 14 |
論文番号: | e202200341 |
抄録: | Pyracylene is a unique cyclopenta-fused polycyclic aromatic hydrocarbon (CP-PAH) that exhibits dual aromatic characteristics. Herein we report the synthesis of doubly N-doped benzannulated pyracylenes, namely dibenzodiazapyracylenes, by oxidative N−N linking reaction of [2.2](2, 5)pyrrolophane-type precursors. Dibenzodiazapyracylenes displayed well-ordered π-stacked molecular packing in the solid state, which were feasible for effective hole-transporting along the stacking direction. High carrier mobility was estimated by microwave conductivity measurements as compared to dibenzoullazine. The high HOMO level of dibenzodiazapyracylene was verified by electrochemistry and its persistent radical cation species has been detected. |
著作権等: | This is the peer reviewed version of the following article: [Y. Morimoto, Y. H. Koo, K. Otsubo, H. Kitakado, S. Seki, A. Osuka, T. Tanaka, Angew. Chem. Int. Ed. 2022, 61, e202200341; Angew. Chem. 2022, 134, e202200341.], which has been published in final form at https://doi.org/10.1002/ange.202200341. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. The full-text file will be made open to the public on 15 February 2023 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. This is not the published version. Please cite only the published version. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 |
URI: | http://hdl.handle.net/2433/269420 |
DOI(出版社版): | 10.1002/ange.202200341 |
PubMed ID: | 35119187 |
出現コレクション: | 学術雑誌掲載論文等 |
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