Visible-Light [4+2] Homodimerization of Decomposition-Prone Styrenes via Electron Transfer Catalysis of Diaryl Diselenides

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초록

The facile electron transfer catalysis of diaryl diselenides was utilized for the visible-light [4+2] homodimerization of decomposition-prone styrenes. The reaction required only 0.5 mol % TPT+BF4– photocatalyst and 1.5 mol % electron transfer catalyst (ArSe)2. The spontaneous electron transfer capability of diaryl diselenides was demonstrated for the first time, leading to the sequestration of redox-prone radical cation intermediates via electron transfer processes. A variety of polymerization-prone styrenes smoothly underwent the visible-light-promoted [4+2] homodimerization to tetralin derivatives.

키워드

RADICAL-CATION; PHOTOCHEMICAL-REACTIONS; CYCLOADDITION; DIMERIZATION; REACTIVITY; CYCLODIMERIZATION; DYNAMICS
제목
Visible-Light [4+2] Homodimerization of Decomposition-Prone Styrenes via Electron Transfer Catalysis of Diaryl Diselenides
저자
Jang, Inho; Kim, Hun Young; Oh, Kyungsoo
DOI
10.1021/acs.orglett.4c01210
발행일
2024-04
유형
Article
저널명
Organic Letters
권
26
호
18
페이지
4008 ~ 4012