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

Institutions

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
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

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

Akio Kamimura, Moeri Terauchi, Tetsushi Yamasaki, Takuji Kawamoto et al.
1 citations
Organic Letters
Fluorine in Organic Chemistry
0.79
article

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

Akio Kamimura, Moeri Terauchi, Tetsushi Yamasaki, Takuji Kawamoto, Keiichi Muramatsu, Takahiro Kawabata
article en
1 citations

Abstract

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.

Organic LettersVol. 27(50)
Yamaguchi University (JP)
Openalex Percentile: Top 21%
Fluorine in Organic Chemistry
0.79
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.