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π-Extended Pyrene-Fused Double [7]Carbohelicene as a Chiral Polycyclic Aromatic Hydrocarbon
https://oist.repo.nii.ac.jp/records/1137
https://oist.repo.nii.ac.jp/records/1137a1f492c6-c418-4abe-aa9f-c9fc0d6351f0
名前 / ファイル | ライセンス | アクション |
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Hu-2019-pi-Extended Pyrene-Fused Double [7]Car (2.6 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 | 2019-10-30 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | π-Extended Pyrene-Fused Double [7]Carbohelicene as a Chiral Polycyclic Aromatic Hydrocarbon | |||||
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) |
Hu, Yunbin
× Hu, Yunbin× Paternò, Giuseppe M.× Wang, Xiao-Ye× Wang, Xin-Chang× Guizzardi, Michele× Chen, Qiang× Schollmeyer, Dieter× Cao, Xiao-Yu× Cerullo, Giulio× Scotognella, Francesco× Müllen, Klaus× Narita, Akimitsu |
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書誌情報 |
en : Journal of the American Chemical Society 巻 141, 号 32, p. 12797-12803, 発行日 2019-07-22 |
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抄録 | ||||||
内容記述タイプ | Other | |||||
内容記述 | A π-extended double [7]carbohelicene 2 with fused pyrene units was synthesized, revealing considerable intra- and intermolecular π–π interactions as confirmed with X-ray crystallography. As compared to the previous double [7]carbohelicene 1, the π-extended homologue 2 demonstrated considerably red-shifted absorption with an onset at 645 nm (1: 550 nm) corresponding to a smaller optical gap of 1.90 eV (1: 2.25 eV). A broad near-infrared emission from 600 to 900 nm with a large Stokes shift of ∼100 nm (2.3 × 103 cm–1) was recorded for 2, implying formation of an intramolecular excimer upon excitation, which was corroborated with femtosecond transient absorption spectroscopy. Moreover, 2 revealed remarkable chiral stability with a fairly high isomerization barrier of 46 kcal mol–1, according to density functional theory calculations, which allowed optical resolution by chiral HPLC and suggests potential applications in chiroptical devices. | |||||
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/31330100 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.1021/jacs.9b05610 | |||||
権利 | ||||||
権利情報 | © 2019 American Chemical Society | |||||
権利 | ||||||
権利情報 | ACS AuthorChoice with CC-BY | |||||
情報源 | ||||||
関連名称 | https://creativecommons.org/licenses/by/4.0/ | |||||
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.9b05610 | |||||
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 |