| アイテムタイプ |
itemtype_ver1(1) |
| 公開日 |
2026-02-06 |
| タイトル |
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タイトル |
Designer Dithiocarbamates as Radical Covalent Catalysts via Excited-State Triplet Biradicals: Application to Skeletal Reorganization of Vinylaziridines |
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言語 |
en |
| 著者 |
Kawaguchi, Tatsuhiro
Shioda, Yurina
Hanai, Yutaro
Nakashima, Tsubasa
Ooi, Takashi
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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 document is the Accepted Manuscript version of a Published Article that appeared in final form in [Journal of the American Chemical Society], copyright © [American Chemical Society]. To access the final published article, see [https://pubs.acs.org/articlesonrequest/AOR-WGAXPKKXJEK49RUUEXRI].” |
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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 |
A reactivity of dithiocarbamates as radical covalent catalysts was unveiled through the development of modular thiazole-2-thiones for achieving a skeletal reorganization of N-sulfonyl vinylaziridines to the corresponding aminocyclopentanes with adjacent vinyl appendages under visible-light irradiation. Based on the initial findings on the ability of thiazole-2-thione radical cations to act as robust catalysts, pertinent structural modifications of the thiazole-2-thione enabled its excited-state triplet biradical, formed via energy transfer from an iridium-based photocatalyst, to exert high catalytic activity. This system offers a reliable tool for straightforward access to various aminocyclopentanes, which are important components of a range of bioactive molecules and pharmaceuticals. A series of experimental and computational mechanistic investigations underpinned a predominant pathway that involves the triplet biradical as a catalytically active species viable to engage in the covalent activation of vinylaziridine for the ensuing radical cascades. This study sheds light on the potential of excited-state triplet biradicals as radical covalent catalysts, providing a strategy for expanding this promising field of research. |
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言語 |
en |
| 内容記述 |
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内容記述タイプ |
Other |
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内容記述 |
Published online: 30 January 2026 |
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言語 |
en |
| 出版者 |
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出版者 |
ACS Publications |
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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/10.1021/jacs.5c20284 |
| 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 |
0002-7863 |
| 書誌情報 |
en : Journal of the American Chemical Society
発行日 2026-01-30
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| ファイル公開日 |
|
|
日付 |
2027-01-30 |
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日付タイプ |
Available |
vinylaziridine_manuscript-final-revision.pdf (3.6 MB)
