Perfluoroalkanesulfonyl chloride

Reaction of perfluoroalkanesulfonyl chlorides with aromatic compounds m the presence of dichloro bis(triphenylphosphine)ruthemum (II) gives perfluoro alkylated products [/i52] (equation 139)... 

Perfluoroalkanesulfonyl chlorides, 2 148 Perfluoroalkoxides, of alkali metals preparation, 15 263... 

Kamigata, N. Ohtsuka, T. Shimizu, T. Regioselective perfluoroalkylation of heteroaromatic compounds hy perfluoroalkanesulfonyl chloride in the presence of a mthenium(II) complex. Phosphorus, Sulfur Silicon Relat. Elem. 1994, 95-96, 491 92. 

Kamigata, N. Ohtsuka, T. Fukushima, T. Yoshida, M. Shimizu, T. Direct perfluoroalkylation of aromatic and heteroaromatic compounds with perfluoroalkanesulfonyl chlorides catalysed hy a mthenium(II) phosphine Complex. J. Chem. Soc., Perkin Trans. 1 1994, 1339-1346. 

Trimethylsilyl- and 1-triisopropylsilylpyrrole can be regioselectively perfluoroalkylated at their 2- and 3- positions, respectively, with perfluoroalkanesulfonyl chlorides in the presence of dichloro-tris(triphenylphosphine)rhodium catalyst (Scheme 24) <94JCS(P1)1339>. 

Benefice-Malouet, S. et al.. Catalytic preparation of perfluoroalkanesulfonamides by addition of ethylamine to perfluoroalkanesulfonyl chloride, J. Fluorine Chem., 31, 319, 1986. 

Alkanoic acids with a terminal perfluoroalkyl segment have been prepared by the addition of perfluoroalkanesulfonyl chlorides to unsaturated acids [108]. 

The 19F NMR spectra of perfluoroalkanesulfonyl fluorides, chloride and bromide CF3(CF2)3S02C1, C1(CF2)6S02X, X = Cl, Br were recorded by using their corresponding pure samples at room temperature. However, the 19F NMR spectrum of C1(CF2)6S02I was only recorded by using its freshly prepared solution in dichloromethane at low temperature (e.g. — 50 °C)18,64. The chemical shifts are given below ... 

Perfluoroalkanesulfonamides have been claimed as intermediates for the synthesis of fluorinated surfactants. Their synthesis by reaction of the corresponding perfluoroalkanesulfonyl fluoride (or chloride) with liquid ammonia is prototypical for the synthesis of alkylated perfluoroalkane-sulfonamide surfactants. This reaction initially forms a complex ammonium salt as shown in Scheme 18.2. The desired amide is obtained by dissolving the crude product in dioxane and... 

Perfluoroalkanesulfonyl fluorides or chlorides obtained by electrochemical fluorination are hydrolyzed to give the corresponding sulfonic acid or its salt [51-53] ... 

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