Wavelength-Dependent C−H/C−F Chemoselectivity in Photo-Mediated Silacyclizations

Abstract We report a wavelength-dependent photo-mediated silacyclization of allylbenzenes with dihydrosilanes that enables selective C–F or C–H bonds functionalization to synthesize six-membered benzosilacycles. Blue-light irradiation promotes defluorosilacyclization, whereas UV light triggers an acceptorless dehydrosilacyclization accompanied by hydrogen gas evolution. This tunable platform offers broad substrate scope, operational simplicity, and access to diverse benzosilacyclic frameworks via photocatalytic C–Si bond formation.

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Publication Details

Journal
Synlett
Published
2026-04-22
DOI
https://doi.org/10.1055/a-2850-9440
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
0.00

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article

Wavelength-Dependent C−H/C−F Chemoselectivity in Photo-Mediated Silacyclizations

Jie Wu, Ye Yuan, Hwee Ting Ang, Rong Zhou et al.
Synlett
Radical Photochemical Reactions
article

Wavelength-Dependent C−H/C−F Chemoselectivity in Photo-Mediated Silacyclizations

Jie Wu, Ye Yuan, Hwee Ting Ang, Rong Zhou, Gan Wang
article en

Abstract

Abstract We report a wavelength-dependent photo-mediated silacyclization of allylbenzenes with dihydrosilanes that enables selective C–F or C–H bonds functionalization to synthesize six-membered benzosilacycles. Blue-light irradiation promotes defluorosilacyclization, whereas UV light triggers an acceptorless dehydrosilacyclization accompanied by hydrogen gas evolution. This tunable platform offers broad substrate scope, operational simplicity, and access to diverse benzosilacyclic frameworks via photocatalytic C–Si bond formation.

Synlett
National University of Singapore (SG), Nankai University (CN), Taiyuan University of Technology (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 11%
Radical Photochemical Reactions
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