Reaction of Hexafluoropropene Dimers with Organomagnesium and -lithium Reagents

Article abstract of DOI:10.1246/bcsj.54.3084

Nucleophilic reactions of F-2-methyl-2-pentene (1) and (E)-F-4-methyl-2-pentene (2), the dimers of hexafluoropropene, with organomagnesium and -lithium reagents were investigated.The reaction of 1 proceeded readily, giving two alkyl- or aryl-substituted polyfluoroalkenes with resulted from α- and γ-fluorine elimination, respectively.Only phenyllithium reacted with 2, giving also α- and γ-fluorine eliminated phenylpolyfluoroalkenes.The reaction mechanism of γ-elimination was postulated in relation to the electropositive property of the organo group and to Mg-F or Li-F bond formation.