| アイテムタイプ |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2025-09-29 |
| タイトル |
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タイトル |
Photorelease Reaction of Alcohol from 1,4-Naphthoquinone-Based Photodegradable Molecules |
| 言語 |
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言語 |
eng |
| キーワード |
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主題Scheme |
Other |
|
主題 |
Alcohols |
| キーワード |
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主題Scheme |
Other |
|
主題 |
Aromatic compounds |
| キーワード |
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|
主題Scheme |
Other |
|
主題 |
Hydrocarbons |
| キーワード |
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主題Scheme |
Other |
|
主題 |
Photodegradation |
| キーワード |
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主題Scheme |
Other |
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主題 |
Solvents |
| 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 |
Nurohmah, Beta Achromi
Washisaka, Motonori
河合, 壯
森本, 積
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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 |
Photodegradable molecules have been extensively studied and practically used for on-demand generation of chemical substances under ambient conditions. We here present a series of photodegradable molecules based on 1,4-naphthoquinone (1,4-NQ) with a carbonate linker unit and their substituent effect on the photochemical reactivity for alcohol release. The new compounds 3a–d are synthesized and accessed in methanol, acetonitrile (MeCN), and toluene under UV light irradiation by 1H NMR and spectroscopy analysis. The aryl ring substituent on the C-2 position significantly affects the photosensitivity of the photorelease reaction in polar and nonpolar solvents. In addition, the coexistence of an external reagent (ethyl vinyl ether) in this photoreaction led to the isolation of Diels–Alder adduct compound 5, rationalizing that the 1,4-NQ framework is transformed to intermediate quinone methylene after photorelease, leading to the dimerization of photobyproduct 4a. From the effect of solvent polarity, reaction rate, and photoreaction quantum yield, we propose a possible reaction mechanism for the photorelease reaction of alcohols from a naphthoquinone-based photodegradable compound via electron transfer. |
| 書誌情報 |
en : ACS Omega
巻 10,
号 16,
p. 16892-16899,
ページ数 8,
発行日 2025-04-29
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| 出版者 |
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出版者 |
American Chemical Society |
| 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 |
2470-1343 |
| 出版者版DOI |
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関連タイプ |
isIdenticalTo |
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|
識別子タイプ |
DOI |
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関連識別子 |
https://doi.org/10.1021/acsomega.5c01048 |
| 出版者版URI |
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関連タイプ |
isIdenticalTo |
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識別子タイプ |
URI |
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関連識別子 |
https://pubs.acs.org/doi/full/10.1021/acsomega.5c01048 |
| 権利 |
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権利情報Resource |
https://creativecommons.org/licenses/by-nc-nd/4.0/ |
|
権利情報 |
© 2025 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY-NC-ND 4.0 . |
| 著者版フラグ |
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出版タイプ |
VoR |
| 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 |
22H05134 |
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研究課題番号URI |
https://kaken.nii.ac.jp/grant/KAKENHI-PLANNED-22H05134/ |
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研究課題名 |
超螺旋光とキラル秩序の相互作用による励起子コヒーレント制御 |
| 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 |
23H04876 |
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研究課題番号URI |
https://kaken.nii.ac.jp/grant/KAKENHI-PLANNED-23H04876/ |
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研究課題名 |
メゾ光機能科学 |
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