Perfluoroalkanesulfonyl perfluoroalkylation

Perfluoroalkanesulfonyl halides 1-35 and 1-36 induced controlled polymerization of styrene and MMA in the presence of copper catalysts, although the initiation efficiency is lower.177 With the alkanesulfo-nyl halides 1-35 and 1-36, decomposition by loss of S02 from the initial sulfonyl radical occurs to give a perfluoroalkyl radical, which then adds to the monomer to initiate the polymerization. 

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>. 

Bis(perfluoroalkanesulfonyl)(phenyliodonium)methanides 401, synthesized from (diacetoxyiodo)benzene and bis[(perfluoroalkyl)sulfonyl]methane (Scheme 2.117), have unusually high thermal stability they can be stored without decomposition at room temperature for several months [546]. The non-symmetric, cyano[(perfluoroalkyl)sulfonyl]-substituted ylides 402 (Scheme 2.117) [545] or bis(fluorosulfonyl)-(phenyliodonium)methanide, PhIC(S02p)2 [550], were prepared by a similar reaction using appropriate bis(sulfonyl)methanes as starting materials. 

Bis(perfluoroalkanesulfonyl)amides are stable in water. The hydrophobicity can be tuned by changing the length of the perfluoroalkyl moieties. The complexation with metal ions in IL is probably weak, but the ion pair formation with transition metal ions, such as Cd ", can be appreciable when the concentrations of metal ions are high. is then affected by such extraction of the ions in ELSB [57]. 

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

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