Visible‐Light‐Mediated Hydro‐Pentafluoroethylation of Terminal Alkenes With Chloropentafluoroethane
Direct utilization of fluorocarbon feedstocks as fluoroalkyl radical precursors provides an attractive approach to value‐added organofluorine compounds, yet selective activation of their fluorine‐deactivated C─Cl bonds remains challenging. Herein, we report a visible‐light‐driven, metal‐free hydro‐pentafluoroethylation of terminal alkenes using chloropentafluoroethane (CFC‐115, R‐115) directly as the C 2 F 5 source. A trimethylamine–borane‐mediated halogen atom transfer strategy enables efficient activation of the strong C─Cl bond of R‐115 under mild conditions, generating pentafluoroethyl radicals for subsequent alkene functionalization. Terminal alkenes furnished the corresponding C 2 F 5 ‐substituted products in 60%–98% isolated yield, and a 5.0 mmol reaction delivered gram‐scale amount of product in 69% yield. This work establishes regulated R‐115 as a viable pentafluoroethyl radical precursor and illustrates a visible‐light strategy for converting a fluorocarbon feedstock into value‐added organofluorine compounds.
Authors
- Jiajia Cheng (ORCID: https://orcid.org/0000-0002-0878-7069)
- Jun Lin (ORCID: https://orcid.org/0000-0002-5971-9963)
- Hongxiang Wang
- Chuansen Zhang
Institutions
- Fuzhou University (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2026-09-28
- DOI
- https://doi.org/10.1002/ejoc.70872
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00