Nickel(0)-catalyzed fluoroalkylation of alkenes, alkynes, and aromatics with perfluoroalkyl chlorides.
Treatment of perfluoroalkyl chlorides (R(F)Cl) with alkenes, alkynes, or aromatics in the presence of 0.1 equiv of nickel dichloride, 1.5 equiv of zinc powder, and 0.4 equiv of triphenylphosphine in DMF at 95-100 degrees C for 6-8 h give the corresponding perfluoroalkylated products in good yields. A single electron-transfer mechanism is suggested.
Huang
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Laboratory of Fluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, 200032, Shanghai, China.
Chen
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D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D005466:Fluorocarbons / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*
D000475:Alkenes; D000480:Alkynes; D005466:Fluorocarbons; D006841:Hydrocarbons, Aromatic