Citation: Xing Ya LI, Ming Hu TU, Xi Kui JIANG. RELATIVE REACTIVITIES OF POLYHALOFLUOROALKANES TOWARD HALGPHILIC ATTACKS[J]. Chinese Chemical Letters, ;1992, 3(2): 83-86. shu

RELATIVE REACTIVITIES OF POLYHALOFLUOROALKANES TOWARD HALGPHILIC ATTACKS

Shanghai Institute of Organic Chemistry, Academia Sinica, 345 Lingling Lu, Shanghai 200032

Received Date: 26 September 1991

Fund Project: We thank the National Natural Science Foundation of China for financial support.

Relative reactivities of polyhalofluoroalkanes toward bromophilic or chlorophilic attacks have been evaluated for the first time by comparing the rates of halophilic attacks by a carbanion derived from the addition of a nucleophile to an olefin with the rate of β-elimination of the same carbanion intermediate. Relative reactivity orders of some polybromofluoroalkanes and polychlorofluoroalkanes are CF₂Br₂ > CF₃CFBr₂~CF₂BrCF₂Br > CF₃CBr₃, and CCl₄ > CF₃CCl₃ > CF₂ClCCl₃ > CFCl₃ > CFCl₂CFCl₂~CF₂ClCFCl₂. Early transition states for halophilic attacks are speculated.
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