Reactions involving fluoride ion. Part 34. Stable perfluorinated carbanions
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 201-208
- https://doi.org/10.1039/p19880000201
Abstract
A remarkable series of perfluoroalkyl anions, generated by reaction of caesium fluoride with various perfluorinated alkenes have been observed by 19F and 13C n.m.r. spectroscopy. Trapping experiments are described and threshold temperatures are established for the onset of fluoride ion exchange. The effects of counter ions are compared and (Me2N)3S+(TAS) salts are more readily produced than Cs+ salts, but exchange of fluoride ion with fluorinated alkenes occurs more readily with TAS salts. Ph4P+ and Bu4N+ salts could not be obtained. Competition experiments for CsF between various perfluoroalkenes has established orders of carbanion stability.Keywords
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