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Amplification of Dissymmetry Factors in π-Extended [7]- and [9]Helicenes
https://oist.repo.nii.ac.jp/records/2084
https://oist.repo.nii.ac.jp/records/208409d8fecc-636f-4c97-ba63-cf88dbf3a792
名前 / ファイル | ライセンス | アクション |
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Qiu-2021-Amplification of Dissymmetry Factors (3.1 MB)
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Creative Commons Attribution 4.0 International(https://creativecommons.org/licenses/by/4.0/)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2021-05-17 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Amplification of Dissymmetry Factors in π-Extended [7]- and [9]Helicenes | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者(英) |
Qiu, Zijie
× Qiu, Zijie× Ju, Cheng-Wei× Frédéric, Lucas× Hu, Yunbin× Schollmeyer, Dieter× Pieters, Grégory× Müllen, Klaus× Narita, Akimitsu |
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書誌情報 |
en : Journal of the American Chemical Society 巻 143, 号 12, p. 4661-4667, 発行日 2021-03-18 |
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抄録 | ||||||
内容記述タイプ | Other | |||||
内容記述 | π-Extended helicenes constitute an important class of polycyclic aromatic hydrocarbons with intrinsic chirality. Herein, we report the syntheses of π-extended [7]helicene 4 and π-extended [9]helicene 6 through regioselective cyclodehydrogenation in high yields, where a "prefusion" strategy plays a key role in preventing undesirable aryl rearrangements. The unique helical structures are unambiguously confirmed by X-ray crystal structure analysis. Compared to the parent pristine [7]helicene and [9]helicene, these novel π-extended helicenes display significantly improved photophysical properties, with a quantum yield of 0.41 for 6. After optical resolution by chiral high-performance liquid chromatography, the chiroptical properties of enantiomers 4-P/M and 6-P/M are investigated, revealing that the small variation in helical length from [7] to [9] can cause an approximately 10-fold increase in the dissymmetry factors. The circularly polarized luminescence brightness of 6 reaches 12.6 M⁻¹ cm⁻¹ as one of the highest among carbohelicenes. | |||||
出版者 | ||||||
出版者 | American Chemical Society | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 0002-7863 | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1520-5126 | |||||
PubMed番号 | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | PMID | |||||
関連識別子 | info:pmid/33735570 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.1021/jacs.0c13197 | |||||
権利 | ||||||
権利情報 | © 2021 The Author(s). | |||||
権利 | ||||||
権利情報 | ACS AuthorChoice with CC-BY. | |||||
関連サイト | ||||||
識別子タイプ | URI | |||||
関連識別子 | https://pubs.acs.org/doi/10.1021/jacs.0c13197 | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 |