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Halogen-Bonding Interaction between I2 and N-Iodosuccinimide in Lewis Base-Catalyzed Iodolactonization
http://hdl.handle.net/2237/00032727
http://hdl.handle.net/2237/00032727714f6d5c-ec8c-4b0e-b402-e25e2791b2be
名前 / ファイル | ライセンス | アクション |
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2nd_revised_manuscript (1.5 MB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2020-10-14 | |||||
タイトル | ||||||
タイトル | Halogen-Bonding Interaction between I2 and N-Iodosuccinimide in Lewis Base-Catalyzed Iodolactonization | |||||
言語 | en | |||||
著者 |
Horibe, Takahiro
× Horibe, Takahiro× Tsuji, Yasutaka× Ishihara, Kazuaki |
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アクセス権 | ||||||
アクセス権 | open access | |||||
アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
権利 | ||||||
言語 | en | |||||
権利情報 | “This document is the Accepted Manuscript version of a Published Work that appeared in final form in [Organic Letters], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [https://pubs.acs.org/articlesonrequest/AOR-3IRZKRT9IWGWNK2ERFHP].” | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Iodine | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Reagents | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Halogen bonding | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Lewis bases | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Cations | |||||
抄録 | ||||||
内容記述 | The halogen-bonding interaction between I2 and N-iodosuccinimide (NIS) stabilized by a Lewis base (LB) has been explored. 1H NMR, nuclear Overhauser effect (NOE), and diffusion-ordered NMR spectroscopy (DOSY) suggest the generation of a 1:1:1 assembly, LB–I2–NIS. In contrast, when N-iodotrifluoromethanesulfonimide (INTf2) is used instead of NIS, LB–I5^+–LB is generated. On the basis of these results in combination with density functional theory (DFT) calculations, we propose a mechanism for the formation of I2–NIS and the subsequent generation of an active iodinating species LB–I^+. | |||||
言語 | en | |||||
内容記述タイプ | Abstract | |||||
内容記述 | ||||||
内容記述 | ファイル公開:2021-06-19 | |||||
言語 | ja | |||||
内容記述タイプ | Other | |||||
出版者 | ||||||
言語 | en | |||||
出版者 | ACS Publications | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプresource | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1021/acs.orglett.0c01735 | |||||
ISSN(print) | ||||||
収録物識別子タイプ | PISSN | |||||
収録物識別子 | 1523-7060 | |||||
書誌情報 |
en : Organic Letters 巻 22, 号 12, p. 4888-4892, 発行日 2020-06-19 |
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著者版フラグ | ||||||
値 | author |