OLIGOMERS DERIVED FROM THE NUCLEOPHILIC SUBSTITUTION OF THE PARA FLUORINE DURING THE REACTION OF 1-PENTAFLUOROPHENYL-1-LITHIO-ETHENE WITH HEXAFLUOROBENZENE

Article abstract of DOI:10.1016/S0022-1139(00)82184-3

The para fluorine in 1-bromo-1-(pentafluorophenyl)ethene (3) is replaced exclusively by sodium methoxide to give 1-bromo-1-(4-methoxy-2,3,5,6-tetrafluorophenyl)-ethene (4) and 2,3,5,6-tetrafluoro-4-methoxyphenylethyne (5).Lithiation of (3) with n-butyllithium and reaction with hexafluorobenzene gave 1,1-bis-(pentafluorophenyl)ethene (7), Ar3*(8), Ar4*(9), Ar5*(10), and Ar6*(11). (*For an explanation of these notations see text).With magnesium in tetrahydrofuran, the bromo-compound (3) gave an intractable polymeric material, the structure of which, by analogy with the reaction of the lithium compound, is proposed as (6).