Fluoride adds to hexafluorobut-2-yne to give a perfluorovinyl and a perfluoro-alkadienyl carbanion, which can displace fluoride ion from perfluoro-aromatic or -heterocyclic compounds to give alkenyl- and alkadienyl-aromatics or -heterocyclics Ar[C(CF3) : C(CF3)]nF (n= 1 or 2); nucleophilic attack on a perfluoroalkenyl aromatic can displace vinylic or aryl fluorine.
W. T. Flowers, R. N. Haszeldine and P. G. Marshall, J. Chem. Soc. D, 1970, 371b DOI: 10.1039/C2970000371B
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