Photocatalytic Functionalization of Alkenes Enabled by Polyfluoroaryl Migration

IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL ChemPhotoChem Pub Date : 2024-06-19 DOI:10.1002/cptc.202400159
Artem G. Savchenko, Mikhail O. Zubkov, Prof. Dr. Jinbo Hu, Prof. Dr. Alexander D. Dilman
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Abstract

Visible light-mediated photocatalytic approach for the radical functionalization of alkenes bearing the fluorinated aryl sulfide fragment is described. The process occurs in the presence of organic photocatalyst using sulfinates as sources of radicals. The key step of the reaction is the intramolecular 1,4-migration of the polyfluoroaryl group. In the reaction, three new bonds are formed (two C−C and one C−S bond). The decisive role of fluorine atoms in the reaction efficiency was confirmed by DFT calculations.

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通过多氟芳基迁移实现烯烃的光催化功能化
本研究介绍了以可见光为介质的光催化方法,用于含氟芳基硫化物片段的烯烃的自由基官能化。该过程是在有机光催化剂存在下,以硫酸盐为自由基来源进行的。反应的关键步骤是多氟芳基的分子内 1,4-迁移。在反应中,形成了三个新键(两个 C-C 键和一个 C-S 键)。DFT 计算证实了氟原子在反应效率中的决定性作用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
ChemPhotoChem
ChemPhotoChem Chemistry-Physical and Theoretical Chemistry
CiteScore
5.80
自引率
5.40%
发文量
165
期刊介绍: Light plays a crucial role in natural processes and leads to exciting phenomena in molecules and materials. ChemPhotoChem welcomes exceptional international research in the entire scope of pure and applied photochemistry, photobiology, and photophysics. Our thorough editorial practices aid us in publishing authoritative research fast. We support the photochemistry community to be a leading light in science. We understand the huge pressures the scientific community is facing every day and we want to support you. Chemistry Europe is an association of 16 chemical societies from 15 European countries. Run by chemists, for chemists—we evaluate, publish, disseminate, and amplify the scientific excellence of chemistry researchers from around the globe.
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