Item type |
itemtype_ver1(1) |
公開日 |
2022-02-14 |
タイトル |
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タイトル |
Antiaromatic 1,5-Diaza-s-indacenes |
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言語 |
en |
著者 |
Hanida, Kensuke
Kim, Jinseok
Fukui, Norihito
Tsutsui, Yusuke
Seki, Shu
Kim, Dongho
Shinokubo, Hiroshi
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アクセス権 |
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アクセス権 |
open access |
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アクセス権URI |
http://purl.org/coar/access_right/c_abf2 |
権利 |
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言語 |
en |
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権利情報 |
"This is the peer reviewed version of the following article: [K. Hanida, J. Kim, N. Fukui, Y. Tsutsui, S. Seki, D. Kim, H. Shinokubo, Angew. Chem. Int. Ed. 2021, 60, 20765.], which has been published in final form at [https://doi.org/10.1002/anie.202109003]. 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." |
内容記述 |
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内容記述 |
s-Indacene is a classical non-alternant hydrocarbon that contains 12 π-electrons in a cyclic π-conjugation system. Herein, we report its nitrogen-doped analogue, 1,5-diaza-s-indacene. 1,5-Diaza-s-indacenes were readily prepared from commercially available 2,5-dichlorobenzene-1,4-diamine through a two-step transformation consisting of a palladium-catalyzed Larock cyclization with diaryl acetylenes followed by hydrogen abstraction. The thus obtained 1,5-diaza-s-indacenes exhibited distinct antiaromaticity, as manifested in clear bond-length alternation, a forbidden HOMO–LUMO transition, and a paratropic ring current. As compared to the parent s-indacene, the 1,5-diaza-s-indacenes showed higher electron-accepting ability owing to the presence of imine-type nitrogen atoms. The 1,5-diaza-s-indacene core is effectively conjugated with the peripheral aryl groups, which enables fine-tuning of the absorption spectra and redox properties. The two possible localized forms of 1,5-diaza-s-indacene were compared in terms of their energetic aspects. |
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言語 |
en |
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内容記述タイプ |
Abstract |
出版者 |
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言語 |
en |
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出版者 |
Wiley |
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 |
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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/anie.202109003 |
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 |
1433-7851 |
書誌情報 |
en : Angewandte Chemie International Edition
巻 60,
号 38,
p. 20765-20770,
発行日 2021-09-13
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ファイル公開日 |
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日付 |
2022-09-13 |
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日付タイプ |
Available |