Synthesis of Keto Hexafluoro Alkyl Sulfonyl Amides Via Radical Ring-Opening Polymerization of Aryl-Substituted Vinyl Cyclohexafluoropropane-1,3-bis(sulfonyl)amides Followed by Hydrolysis
The radical reaction of aryl-substituted vinyl cyclohexafluoropropane-1,3-bis(sulfonyl)amides (c-HFSI) followed by hydrolysis affords novel fluoroalkyl compounds. The key process in this reaction is the radical addition of c-HFSI to vinyl triflate, which is followed by β-cleavage (ring-opening reaction) and subsequent sulfur dioxide elimination to form fluoroalkyl radicals. By replacement of the hydrolysis with a reduction reaction, a robust polymer was obtained.
Authors
- Akio Kamimura (ORCID: https://orcid.org/0000-0002-3060-4265)
- Moeri Terauchi
- Tetsushi Yamasaki
- Takuji Kawamoto (ORCID: https://orcid.org/0000-0002-1845-4700)
- Keiichi Muramatsu (ORCID: https://orcid.org/0000-0003-0203-5154)
- Takahiro Kawabata
Institutions
- Yamaguchi University (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-04
- DOI
- https://doi.org/10.1021/acs.orglett.5c04505
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.79