歪みを内包する化合物を用いる光活性化型反応の開発

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Author: 三代, 憲司ほか

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Publication date: 2020-05-25

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Note (General)：: 金沢大学新学術創成研究機構生体分子や機能性材料の化学修飾に有用な新規光反応開発に取り組んだ。アミノシクロプロペノンとカルボン酸共存下光照射を行うことでカルボン酸にアミノシクロプロペノン由来の官能基が導入されたケトンを迅速に形成する反応の開発に成功した。本成果はJ. Org. Chem. 2018, ...

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Material Type: 文書・図像類
Title: 歪みを内包する化合物を用いる光活性化型反応の開発
Author/Editor: 三代, 憲司
Mishiro, Kenji
Author Heading: 三代, 憲司
Mishiro, Kenji
Publication Date: 2020-05-25
Publication Date (W3CDTF): 2020-05-25
Alternative Title: Development of phototriggered reactions using strained molecules
Periodical title: 令和1(2019)年度科学研究費補助金若手研究研究成果報告書 = 2019 Fiscal Year Final Research Report
No. or year of volume/issue: 2018-04-01 – 2020-03-31
Volume: 2018-04-01 – 2020-03-31
Pages: 7p.-
Text Language Code: jpn
Subject Heading: 光化学
シクロプロペノン
光触媒
Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
Target Audience: 一般
Note (General): 金沢大学新学術創成研究機構
生体分子や機能性材料の化学修飾に有用な新規光反応開発に取り組んだ。アミノシクロプロペノンとカルボン酸共存下光照射を行うことでカルボン酸にアミノシクロプロペノン由来の官能基が導入されたケトンを迅速に形成する反応の開発に成功した。本成果はJ. Org. Chem. 2018, 83, 13595にて論文発表を行った。また、穏和な条件でシクロプロペノンから高反応性のアルキンを生成するため、可視光応答性触媒を利用する新反応開発に成功した。本反応により従来適用できなかった不安定な基質共存下の反応が可能になった。本成果はOrg. Lett. 2019, 21, 4101にて論文発表を行った。
We developed two kind of novel photochemical reactions that would be potentially useful for functionalization of biomolecules and polymer materials. First, we developed a phototriggered ketone formation reaction from an aminocyclopropenone and a carboxylic acid. The reaction efficiently proceeds under intense light irradiation. By the reaction, functional groups on the aminocyclopropenone are covalently connected with the carboxylic acid. The result was published in J. Org. Chem. 2018, 83, 13595. Second, we developed a phototriggered active alkyne generation reactions using visible light responsive photocatalysts. The reaction condition was effective to generate highly reactive ynamine and cyclooctyne, and the generated alkynes can be used for the chemical reactions without isolation. The conditions were compatible with a UV sensitive substrate which cannot tolerate a classical direct UV irradiation conditions. The result was published in Org. Lett. 2019, 21, 4101.
研究課題/領域番号:18K14864, 研究期間(年度):2018-04-01 – 2020-03-31
出典：「歪みを内包する化合物を用いる光活性化型反応の開発」研究成果報告書　課題番号18K14864（KAKEN：科学研究費助成事業データベース（国立情報学研究所））（https://kaken.nii.ac.jp/report/KAKENHI-PROJECT-18K14864/18K14864seika/)を加工して作成
DOI: 10.24517/00058370
Access Restrictions: 限定公開
Related Material: https://kaken.nii.ac.jp/search/?qm=60776079
https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-18K14864/
https://kaken.nii.ac.jp/report/KAKENHI-PROJECT-18K14864/18K14864seika/
Data Provider (Database): 国立情報学研究所 : 学術機関リポジトリデータベース（IRDB）（機関リポジトリ）
https://irdb.nii.ac.jp
Original Data Provider (Database): 金沢大学 : 金沢大学学術情報リポジトリKURA