Redox-Neutral Tetrafluoroethylation of Aryl Alkynes with 1,1,2,2-Tetrafluoroethane Sulfonic Acid Leading to α-Tetrafluoroethylated Acetophenones |
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Authors: | Dr Takuji Kawamoto Kohki Noguchi Ryotaro Takata Rio Sasaki Prof Dr Hiroshi Matsubara Prof Dr Akio Kamimura |
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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 |
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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. |
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Keywords: | DFT calculations radicals reaction mechanisms synthetic methods tetrafluoroethylation |
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