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水相胶束环境对共催化光转化的影响:一个案例研究。

Aqueous Micellar Environment Impacts the Co-Catalyzed Phototransformation: A Case Study.

作者信息

Wincenciuk Aleksandra, Cmoch Piotr, Giedyk Maciej, Andersson Martin P, Gryko Dorota

机构信息

Institute of Organic Chemistry Polish Academy of Sciences;, Kasprzaka 44/52, 01-224 Warsaw, Poland.

Center for Integrative Petroleum Research, King Fahd University of Petroleum and Minerals, Dhahran 31261, Kingdom of Saudi Arabia.

出版信息

J Am Chem Soc. 2024 Jul 24;146(29):19828-19838. doi: 10.1021/jacs.4c02682. Epub 2024 Jul 9.

Abstract

In recent years, methodologies that rely on water as the reaction medium have gained considerable attention. The unique properties of micellar solutions were shown to improve the regio-, stereo-, and chemoselectivity of different transformations. Herein, we demonstrate that the aqueous environment is a suitable medium for a visible light driven cobalt-catalyzed reaction involving radical species. In this system, reduced vitamin B reacts with alkyl halides, generating radicals that are trapped by the lipophilic olefin present in the Stern layer. A series of NMR measurements and theoretical studies revealed the location of reaction components in the micellar system.

摘要

近年来,依赖水作为反应介质的方法受到了广泛关注。已表明胶束溶液的独特性质可提高不同转化反应的区域选择性、立体选择性和化学选择性。在此,我们证明水性环境是涉及自由基物种的可见光驱动钴催化反应的合适介质。在该体系中,还原型维生素B与卤代烃反应,生成的自由基被存在于斯特恩层中的亲脂性烯烃捕获。一系列核磁共振测量和理论研究揭示了反应组分在胶束体系中的位置。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9ce9/11273611/1d602345e369/ja4c02682_0010.jpg

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