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学術雑誌論文 / Journal Article(1) |
| 公開日 |
2024-10-09 |
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タイトル |
An Atropisomerism Study of Large Cycloarylenes: [n]Cyclo-4,10-Pyrenylenes’ Case |
| 言語 |
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言語 |
eng |
| 資源タイプ |
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資源タイプ |
journal article |
| アクセス権 |
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アクセス権 |
open access |
| 著者 |
Kurosaki, Ryo
Morimoto, Hirofumi
Matsuo, Kyohei
林, 宏暢
山田, 容子
荒谷, 直樹
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内容記述タイプ |
Abstract |
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内容記述 |
An atropisomerism of large cycloarylenes was studied using [n]cyclo-4,10-pyrenylenes (n=6$201321) as an illustrative example with two simple assumptions: (1) alternating configurations (R,S,R,S,…) are thermodynamically most stable, and (2) three consecutive identical configurations (R,R,R or S,S,S) are prevented. Ni-mediated coupling of a 5,9-diiodopyrene gave a series of directly-linked cyclic pyrene oligomers in one-pot reaction. As-synthesized cyclic hexamer was assigned as an (R,S,S,R,R,S) structure, converted into an (R,S,R,S,R,S)-form upon heating. Cyclic heptamer consists of two types of C2 symmetric structures predicted from assumption (2), one of which was convergent to one another by heating. Three atropisomers of cyclic octamer were analyzed from the possible five candidates by means of 1H nuclear magnetic resonance (NMR) spectroscopy, and the conversion process to (R,S,R,S,R,S,R,S) configurations upon heating was investigated. In total, according to two simple rules, the analysis of atropisomerism could be performed smoothly. |
| 書誌情報 |
en : Chemistry - A European Journal
巻 29,
号 24,
発行日 2023-02-05
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| 出版者 |
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出版者 |
Wiley |
| ISSN |
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収録物識別子タイプ |
EISSN |
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収録物識別子 |
1521-3765 |
| 出版者版DOI |
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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/chem.202203848 |
| 権利 |
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権利情報 |
$00A9 2023 Wiley-VCH GmbH. This is the peer reviewed version of the following article: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.202203848, which has been published in final form at https://doi.org/10.1002/chem.202203848. 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. |
| 著者版フラグ |
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出版タイプ |
AM |
fulltext (1.1 MB)
