| アイテムタイプ |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2025-10-31 |
| 日付 |
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日付 |
2026-05-08 |
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日付タイプ |
Available |
| タイトル |
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タイトル |
Impact of Naphthalimide-Fusion Positions on Properties of Azulene Derivatives |
| 言語 |
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言語 |
eng |
| キーワード |
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主題Scheme |
Other |
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主題 |
Azulene |
| キーワード |
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主題Scheme |
Other |
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主題 |
Condensation reaction |
| キーワード |
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主題Scheme |
Other |
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主題 |
Cross-coupling |
| キーワード |
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主題Scheme |
Other |
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主題 |
Near infrared dye |
| 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 |
embargoed access |
| 著者 |
Hirakawa, Miho
Uehara, Keiji
大山, 諒子
荒谷, 直樹
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| 抄録 |
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内容記述タイプ |
Abstract |
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内容記述 |
In the Suzuki–Miyaura–Heck condensation reaction of 1-borylazulene with 4,5-dibromo-1,8-naphthalimide, we found the formation of naphthalimide-fused azulene at 1,8-positions (1,8-NIA) in 49% yield and an unexpected 1,2-fused product (1,2-NIA) in 6% yield, respectively. 1,2-NIA involves a pentalene skeleton at the central part and was characterized using NMR and single-crystal X-ray analysis. The condensation positions significantly affect their UV–vis–NIR absorption spectra: the absorption maximum of 1,8-NIA is 862 nm longer than that of 1,2-NIA (739 nm). TD-DFT calculations were performed to elucidate these electronic structures and revealed the effective π-elongation strategy. |
| 書誌情報 |
en : Asian Journal of Organic Chemistry
巻 14,
号 7,
ページ数 4,
発行日 2025-04-29
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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 |
2193-5815 |
| 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/ajoc.202500373 |
| 出版者版URI |
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関連タイプ |
isVersionOf |
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識別子タイプ |
URI |
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関連識別子 |
https://aces.onlinelibrary.wiley.com/doi/full/10.1002/ajoc.202500373 |
| 権利 |
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権利情報 |
© 2025 Wiley-VCH GmbH. This is the peer reviewed version of the following article: Hirakawa Miho, Uehara Keiji, Oyama Ryoko, Aratani Naoki. 2025. Impact of Naphthalimide-Fusion Positions on Properties of Azulene Derivatives. Asian Journal of Organic Chemistry. 14, 7, e202500373 , which has been published in final form at https://doi.org/10.1002/ajoc.202500373 . 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. 出版社許諾条件により、本文は2026年5月8日以降に公開。 |
| 著者版フラグ |
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出版タイプ |
AM |
| 助成情報 |
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助成機関名 |
Japan Society for the Promotion of Science (JSPS) |
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研究課題番号 |
JP23K26480 |
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研究課題番号URI |
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-23K26480/ |
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研究課題名 |
ナノカーボンの戦略的非対称化と異方性電子機能の発現 |
| 助成情報 |
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助成機関名 |
Japan Society for the Promotion of Science (JSPS) |
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研究課題番号 |
JP24K23087 |
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研究課題番号URI |
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-24K23087/ |
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研究課題名 |
直接三重項励起に基づく高効率室温りん光材料の開発 |
| 助成情報 |
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助成機関名 |
NAIST Office for Diversity and Inclusion |
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研究課題名 |
Start-up Funding for Female Researchers |
| 助成情報 |
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助成機関名 |
Ministry of Education, Culture, Sports, Science and Technology (MEXT) |
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研究課題番号 |
PMXP1224NR5025 |
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研究課題名 |
Advanced Research Infrastructure for Materials and Nanotechnology in Japan (ARIM) |
fulltext (948.5 KB)
