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Studies on Pyrene and Perylene Derivatives upon Oxidation and Application to a Higher Analogue
http://hdl.handle.net/10061/12196
http://hdl.handle.net/10061/1219676c6136c-8eaf-489a-90aa-70fa365e7ac8
名前 / ファイル | ライセンス | アクション |
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fulltext (5.8 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2018-02-02 | |||||
タイトル | ||||||
タイトル | Studies on Pyrene and Perylene Derivatives upon Oxidation and Application to a Higher Analogue | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ | journal article | |||||
アクセス権 | ||||||
アクセス権 | open access | |||||
著者 |
Matsumoto, Akinobu
× Matsumoto, Akinobu× Suzuki, Mitsuharu× Hayashi, Hironobu× Kuzuhara, Daiki× Yuasa, Junpei× Kawai, Tsuyoshi× Aratani, Naoki× Yamada, Hiroko |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The structure and electronic features of neutral and positively charged pyrene and perylene derivatives were explored. The radical cation of 1,3,6,8-tetraarylpyrene 1 was examined by ESR, UV-vis-NIR spectroscopy and theoretical calculations. The addition of 2 equiv of oxidant to 1 resulted in the formation of dication 12+. The single-crystal X-ray structure of 12+ proved that the aromatic part relocates from biphenyl unit to naphthyl unit upon 2e- oxidation of 1. We have also investigated the oxidation processes of 3,9-diarylperylene 2 and 3,10-diarylperylene 3. The radical cations of 2・+ and 3・+ showed ESR signals and the spin densities were proven to delocalize at 3,4,9,10-positions. In the case of doubly charged 3,9-diarylperylene, we could find the anthracene structure in the core, while the phenanthrene skeleton appeared in two-electron oxidized 3,10-diarylperylene. Finally we validated this phenomenon to apply for the higher analogue terrylene, discovering its large aromaticity relocation upon the 2e- oxidation. | |||||
書誌情報 |
en : Bulletin of the Chemical Society of Japan 巻 90, 号 6, p. 667-677, 発行日 2017-03-09 |
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出版者 | ||||||
出版者 | The Chemical Society of Japan | |||||
EISSN/PISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0009-2673 | |||||
出版者版DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1246/bcsj.20160337 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA12026255 | |||||
権利 | ||||||
権利情報 | Copyright c 2017 The Chemical Society of Japan | |||||
著者版フラグ | ||||||
出版タイプ | VoR |