Conclusions
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1.
The addition of polyfluorinated alcohols to trifluorochloroethylene, tetrafluoroethylene, and perfluoropropylene, with the formation of the corresponding ethers, can be accomplished under mild conditions in the presence of bases in DMF solution.
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2.
The19F NMR spectra of the synthesized compounds exhibit an anisochronicity of the diastereotopic OCF2 and O2NCF2 groups, which depends both on the size of the substituent at the chiral center and on the length of the fluorohydrocarbon chain.
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Literature cited
I. L. Knunyants, A. I. Shchekotikhin, and A. V. Fokin, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 282 (1953).
A. M. Lovelace, D. A. Rausch, and W. Postelnek, Aliphatic Fluorine Compounds [Russian translation], I. L. Knunyants (editor), IL (1961), p. 155.
A. L. Henne and M. A. Smook, J. Am. Chem. Soc.,72, 4378 (1950).
A. Ya. Yakubovich, I. N. Belyaeva, P. O. Gitel', V. V. Smolyanitskaya, and L. V. Sankina, Zh. Obshch. Khim.,37, 847 (1967).
B. E. Dear and E. E. Gilbert, J. Am. Chem. Soc.,14, 493 (1969).
A. M. Lovelace, D. A. Rausch, and W. Postelnek, Aliphatic Fluorine Compounds [Russian translation], I. L. Knunyants (editor), IL (1961), pp. 199, 224.
W. J. Brehm, H. S. K. G. Bremer, H. S. Eleuterio, and R. W. Meschke, U. S. Patent 2918501 (1959); C. A.,54, 20875 (1960).
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2141–2146, September, 1977.
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Fokin, A.V., Komarov, V.A., Kolomiets, A.F. et al. Reaction of polyfluorinated alcohols with fluoroolefins. Russ Chem Bull 26, 1983–1988 (1977). https://doi.org/10.1007/BF00924411
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DOI: https://doi.org/10.1007/BF00924411