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A Series of Deoxyfluorination Reagents Featuring OCF<sub>2</sub> Functional Groups

Shiyu Zhao, Yong Guo, Zhaoben Su, Wei Cao, Cheng‐Ying Wu, Qing‐Yun Chen

2020Organic Letters23 citationsDOI

Abstract

Research on perfluoroalkyl ether carboxylic acids (PFECAs) as alternatives for perfluoroalkyl substances continues with the goal of protecting the environment. However, very little is known about the utilization of decomposition products of PFECAs. We report herein a new series of deoxyfluorination reagents featuring OCF2 functional groups derived from certain PFECAs. Alkyl fluorides were generated from various alcohols in ≤97% yield by these novel reagents. The mechanistic experiment verified in situ generation of carbonic difluoride (COF2).

Topics & Concepts

ChemistryReagentYield (engineering)DecompositionFunctional groupCombinatorial chemistryEtherAlkylOrganic chemistryMetallurgyMaterials sciencePolymerFluorine in Organic ChemistryPer- and polyfluoroalkyl substances researchInorganic Fluorides and Related Compounds
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