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Redox-Neutral Tetrafluoroethylation of Aryl Alkynes with 1,1,2,2-Tetrafluoroethane Sulfonic Acid Leading to α-Tetrafluoroethylated Acetophenones
Authors:Dr Takuji Kawamoto  Kohki Noguchi  Ryotaro Takata  Rio Sasaki  Prof Dr Hiroshi Matsubara  Prof Dr Akio Kamimura
Institution:1. Department of Applied Chemistry, Yamaguchi University, Ube, Yamaguchi, 755-8611 Japan;2. Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka, 599-8531 Japan
Abstract:The redox-neutral tetrafluoroethylation of alkynes with 1,1,2,2-tetrafluroroethanesulfonic acid (TFESA) and azobis(isobutyronitrile) (AIBN) proceeds via the formation of vinyl tetrafluoroethanesulfonates followed by a radical tetrafluoroethylation. Experimental and theoretical results support an intermolecular reaction.
Keywords:DFT calculations  radicals  reaction mechanisms  synthetic methods  tetrafluoroethylation
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