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Complementary double‐stranded helical oligomers bearing achiral bifunctional groups that catalyze asymmetric aldol reaction
http://hdl.handle.net/2237/00032348
http://hdl.handle.net/2237/000323489afb5cc1-8a35-41cf-bb75-e818fb329c68
名前 / ファイル | ライセンス | アクション |
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2020-06-11 | |||||
タイトル | ||||||
タイトル | Complementary double‐stranded helical oligomers bearing achiral bifunctional groups that catalyze asymmetric aldol reaction | |||||
言語 | en | |||||
著者 |
Taura, Daisuke
× Taura, Daisuke× Shimomura, Kouhei× Ousaka, Naoki× Yashima, Eiji |
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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 is the peer reviewed version of the following article: [Taura, D, Shimomura, K, Ousaka, N, Yashima, E. Complementary double‐stranded helical oligomers bearing achiral bifunctional groups that catalyze asymmetric aldol reaction. Chirality. 2020; 32: 254–264. https://doi.org/10.1002/chir.23169], which has been published in final form at [https://doi.org/10.1002/chir.23169]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | aldol reaction | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | complementary double helix | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | enantioselectivity | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | salt bridge | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | supramolecular catalysis | |||||
抄録 | ||||||
内容記述 | Two novel chiral dimer and trimer strands composed of m ‐terphenyl groups linked through p ‐diethynylbenzene units with the chiral amidine group and achiral piperazine group introduced at the terminus or center of the strands, respectively, and its complementary achiral carboxylic acid dimer and trimer were synthesized. The complementary chiral/achiral strands form an excess‐handed double‐helical structure as supported by intense split‐type Cotton effects in the absorption regions of the conjugated backbones biased by the chiral amidinium–carboxylate salt bridges. The double‐helical trimer was found to catalyze the direct aldol reaction of cyclohexanone with 4‐nitrobenzaldehyde and produce the products with a moderate enantioselectivity despite the fact that the catalytically active bifunctional piperazine/carboxylic acid pair introduced in the middle is achiral, indicating the key role of the one‐handed double‐helical framework for supramolecular bifunctional organocatalysis. | |||||
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:2021-03-01 | |||||
言語 | ja | |||||
内容記述タイプ | Other | |||||
出版者 | ||||||
言語 | en | |||||
出版者 | Wiley | |||||
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/10.1002/chir.23169 | |||||
ISSN(print) | ||||||
収録物識別子タイプ | PISSN | |||||
収録物識別子 | 0899-0042 | |||||
書誌情報 |
en : Chirality 巻 32, 号 3, p. 254-264, 発行日 2020-03 |
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著者版フラグ | ||||||
値 | author |