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  1. B200 工学部/工学研究科
  2. B200a 雑誌掲載論文
  3. 学術雑誌

Inserting Nitrogen: An Effective Concept To Create Nonplanar and Stimuli-Responsive Perylene Bisimide Analogues

http://hdl.handle.net/2237/00032322
http://hdl.handle.net/2237/00032322
5cc1b7cb-cf0b-4355-8122-a1b6bd6ddead
名前 / ファイル ライセンス アクション
N-PBI_rev.pdf N-PBI_rev (3.9 MB)
Item type 学術雑誌論文 / Journal Article(1)
公開日 2020-06-09
タイトル
タイトル Inserting Nitrogen: An Effective Concept To Create Nonplanar and Stimuli-Responsive Perylene Bisimide Analogues
言語 en
著者 Hayakawa, Sakiho

× Hayakawa, Sakiho

WEKO 99475

en Hayakawa, Sakiho

Search repository
Kawasaki, Ayumi

× Kawasaki, Ayumi

WEKO 99476

en Kawasaki, Ayumi

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Hong, Yongseok

× Hong, Yongseok

WEKO 99477

en Hong, Yongseok

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Uraguchi, Daisuke

× Uraguchi, Daisuke

WEKO 99478

en Uraguchi, Daisuke

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Ooi, Takashi

× Ooi, Takashi

WEKO 99479

en Ooi, Takashi

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Kim, Dongho

× Kim, Dongho

WEKO 99480

en Kim, Dongho

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Akutagawa, Tomoyuki

× Akutagawa, Tomoyuki

WEKO 99481

en Akutagawa, Tomoyuki

Search repository
Fukui, Norihito

× Fukui, Norihito

WEKO 99482

en Fukui, Norihito

Search repository
Shinokubo, Hiroshi

× Shinokubo, Hiroshi

WEKO 99483

en Shinokubo, Hiroshi

Search repository
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 [Journal of the American Chemical Society], 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-5dRwd4tC3PMYHdj35yp5].”
抄録
内容記述 Establishing design principles to create nonplanar π-conjugated molecules is crucial for the development of novel functional materials. Herein, we describe the synthesis and properties of dinaphtho[1,8-bc:1′,8′-ef]azepine bisimides (DNABIs). Their molecular design is conceptually based on the insertion of a nitrogen atom into a perylene bisimide core. We have synthesized several DNABI derivatives with a hydrogen atom, a primary alkyl group, or an aryl group on the central nitrogen atom. These DNABIs exhibit nonplanar conformations, flexible structural changes, and ambipolar redox activity. The steric effect around the central nitrogen atom substantially affects the overall structures and results in two different conformations: a nonsymmetric bent conformation and a symmetric twisted conformation, accompanied by a drastic change in electronic properties. Notably, the nonsymmetric DNABI undergoes unique structural changes in response to the application of an external electric field, which is due to molecular motions that are accompanied by an orientational fluctuation of the dipole moment. Furthermore, the addition of a chiral Brønsted base to N-unsubstituted DNABI affords control over the helical chirality via hydrogen-bonding interactions.
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:2020-12-18
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/jacs.9b09556
ISSN(print)
収録物識別子タイプ PISSN
収録物識別子 0002-7863
書誌情報 en : Journal of the American Chemical Society

巻 141, 号 50, p. 19807-19816, 発行日 2019-12-18
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