Journal of Fluorine Chemistry

Ion-radical perfluoroalkylation. Part 11. Perfluoroalkylation of thiols by perfluoroalkyl iodides in the absence of initiators

VN Boiko, GM Shchupak

Index: Boiko, V. N.; Shchupak, G. M. Journal of Fluorine Chemistry, 1994 , vol. 69, # 3 p. 207 - 212

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Citation Number: 34

Abstract

Abstract Perfluoroalkylation of aliphatic, aromatic and heterocyclic thiols by perfluoroalkyl iodides in the presence of Et 3N appears to occur spontaneously under daylight or the usual laboratory lighting conditions at 20–22 C and is complete in 10–15 min to 2–3 h. An exception to this rule are thiols with a low nucleophilicity. The reaction is accompanied by thiol oxidation (2%–3%) and depends directly on the temperature, lighting, solvent polarity ...