From Refrigerant to Reagent: Repurposing HFC-125 into Inorganic and Organic Fluorinating Agents
We report a sustainable and atom-economical strategy to repurpose the refrigerant HFC-125 (CF<sub>3</sub>CF<sub>2</sub>H) into two valuable fluorinating agents: potassium fluoride (KF) and 1,1,2,2-tetrafluoro-<i>N</i>,<i>N</i>-dimethylethylamine (TFEDMA). Treatment of HFC-125 with KHMDS in toluene at low temperature induces deprotonation and β-fluoride elimination, quantitatively generating KF. The resulting crude KF, designated as KF<sub>125</sub>, efficiently promotes a range of nucleophilic fluorination reactions. Simultaneously, the cogenerated tetrafluoroethylene (TFE) is converted into TFEDMA, achieving complete utilization of HFC-125. This dual-reagent platform represents a practical and scalable approach to upcycling fluorinated industrial feedstocks for synthetic applications.
Authors
- Naoyuki Hoshiya
- Zhengyu Zhao
- Hiroto Iwasaki (ORCID: https://orcid.org/0009-0001-7271-7014)
- Norio Shibata (ORCID: https://orcid.org/0000-0002-3742-4064)
- Yosuke Kishikawa
- S. NAN'YA
Institutions
- Nagoya Institute of Technology (JP)
- Daikin (Japan) (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-29
- DOI
- https://doi.org/10.1021/acs.orglett.5c03605
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.79