M. Allouch et C. Selve, SYNTHESIS AND REACTIVITY WITH NUCLEOPHILE S OF UOROALKLMETHYLENEOXY(TRISDIMETHYLAMINO)PHOSPHONIUM SALTS, Journal of fluorine chemistry, 66(1), 1994, pp. 31-38
The reaction of perfluoroalkylmethanols (R(F)-CH2-OH) with tris(dimeth
ylamino)phosphine in the presence of excess carbon tetrachloride produ
ces the corresponding perfluoroalkymethyleneoxy(trisdimethylamino) pho
sphonium chlorides in good yield. Exchange of anion chloride is effect
ed, in aqueous solution, by nucleophilic or non-nucleophilic anions (N
3-, SCN-, NCO-, PF6-) via selective extraction or precipitation. Such
salts are substrates for nucleophilic substitution yielding substitute
d perfluoroalkylmethylene compounds (R(F)-CH2-Y).