| アイテムタイプ |
itemtype_ver1(1) |
| 公開日 |
2025-12-24 |
| タイトル |
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タイトル |
Synthesis and Characterization of Electron‐Deficient Perfluorinated Tetrathia[8]Circulene via Sequential Coupling Reactions |
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言語 |
en |
| 著者 |
Tanaka, Toma
Murase, Hiroyasu
Shimogaki, Mio
Iwanaga, Osamu
Shinokubo, Hiroshi
Miyake, Yoshihiro
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| アクセス権 |
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アクセス権 |
embargoed access |
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アクセス権URI |
http://purl.org/coar/access_right/c_f1cf |
| 権利 |
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権利情報 |
"This is the peer reviewed version of the following article: [T. Tanaka, H. Murase, M. Shimogaki, O. Iwanaga, H. Shinokubo, Y. Miyake, Chemistry - An Asian Journal. 2025, e00806. https://doi.org/10.1002/asia.202500806], which has been published in final form at [https://doi.org/10.1002/asia.202500806]. 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." |
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言語 |
en |
| 内容記述 |
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内容記述タイプ |
Abstract |
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内容記述 |
Tetrathia[8]circulene is a heteroaromatic framework consisting of an eight-membered ring fused with four thiophene and four benzene units, whose electronic properties are highly tunable by peripheral substituents. Herein, we report the synthesis of a perfluorinated tetrathia[8]circulene bearing hexafluorocyclopentene rings via sequential Suzuki–Miyaura and C─H/C─Cl coupling reactions. Single-crystal X-ray diffraction analysis revealed a highly planar π-conjugated core with dense F···F contacts, leading to a two-dimensional layered and one-dimensional columnar packing structure. UV–vis absorption spectroscopy and cyclic voltammetry demonstrated that the electron-withdrawing hexafluorocyclopentene units substantially lower the LUMO energy level, resulting in a reduced HOMO–LUMO gap and enhanced electron-accepting character. Density functional theory calculations further supported these findings by correlating the perfluoroalkyl annulation with frontier orbital stabilization and excited-state properties. |
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言語 |
en |
| 出版者 |
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出版者 |
Wiley |
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言語 |
en |
| 言語 |
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|
言語 |
eng |
| 資源タイプ |
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資源タイプresource |
http://purl.org/coar/resource_type/c_6501 |
|
タイプ |
journal article |
| 出版タイプ |
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|
出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
| 関連情報 |
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関連タイプ |
isVersionOf |
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識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1002/asia.202500806 |
| 収録物識別子 |
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収録物識別子タイプ |
PISSN |
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収録物識別子 |
1861-4728 |
| 書誌情報 |
en : Chemistry – An Asian Journal
巻 20,
号 21,
p. e00806,
発行日 2025-11-03
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| ファイル公開日 |
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|
日付 |
2026-11-03 |
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日付タイプ |
Available |
Manuscript.pdf (3.5 MB)
