OLIGOMERIZATION REACTIONS OF PERFLUOROVINYLAMINES CATALYZED BY FLUORIDE IONS

The fluoride ion catalyzed oligomerization of F-vinylamines, such as F -(N,N-dimethylvinylamine), F-(N-vinylmorpholine) and F-(N-vinylpyrroli dine). was investigated. It was found that dimers were obtained in hig h yields when the reaction was conducted in aprotic polar solvents, es pecially in DMF using cesium fluoride as a fluoride ion source. Attemp ts to obtain oligomers higher than dimers failed. The absence of highe r oligomers is discussed in stereoelectronic and steric terms by compa rison with the analogous oligomerization of hexafluoropropene. Unexpec ted results obtained in the reaction of F-(N,N-dimethylvinylamine) wit h the hexafluoropropene dimer F-2-methyl-2-propene are also included.