Abstract
The 1:1 adducts of diethyl and β,β,β',β'-tetrakis(trifluoromethyl)divinyl ether (1),i.e., 3,5-(ee)-bis[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2,6-dimethyl-1,4-dioxane (2) (3 isomers) and 4-ethoxy-1,1,1-trifluoro-2-trifluoromethyl-3-[3,3,3-trifluoro-2(trifluoromethyl)propenyloxy]pentane (3), have been obtained by UV-irradiation of a solution of divinyl ether1 in diethyl ether. The X-ray structural investigation of the all-(e)-isomer of dioxane (2) has been carried out.
Similar content being viewed by others
References
V. Dèdek and J. Fikar,Collect. Czech. Chem. Communs., 1968,34, 3769.
V. P. Šendrik, O. Paleta and V. Dèdek,Collect. Czech. Chem. Communs., 1974,39, 1061.
R. N. Haszeldine and R. Rowland, Pat. 3816286 USA,Chem. Abstrs., 1974,81, 49245.
M. Ladlow and G. Pattenden.Tetrahedron Lett., 1984,25, 4317.
A. A. Machula, A. T. Podkhalyuzin, and N. N. Shapet'ko,Khimiya Vysokikh Energii, (Chemistry of High Energies) 1990,24, 117.
P. Renaud,Tetrahedron Lett, 1990,31, 4601.
H. Molines and C. Wakselman,J. Fluor. Chem., 1987,37, 183.
D. Nonhibel, J. Waiton, Khimiya svobodnykh radikaiov (Chemistry of free radicals, Russian translation) Moscow, Mir, 1977, (a) p. 234; (b) p. 545.
J. M. Tedder,Angew. Chem., 1982,94, 433.
B. Giese,Angew. Chem., 1983,95, 771.
S. S. Shaik and E. Canadell,J. Am. Chem. Soc., 1990,112, 1446.
S. Modena, A. Fontana, and G. Moggi,J. Fluor. Chem., 1986,30, 109.
W. Adam, A. Berkessel, and S. Krimm,J. Am. Chem. Soc., 1986,108, 4556.
Author information
Authors and Affiliations
Additional information
Deceased.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 85–88, January, 1994.
Rights and permissions
About this article
Cite this article
Volkonsky, A.Y., Polishchuk, V.R., Kagramanova, E.M. et al. Photochemical addition of diethyl ether to β,β,β',β'-tetrakis(trifluoromethyl)divinyl ether. Russ Chem Bull 43, 80–83 (1994). https://doi.org/10.1007/BF00699140
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00699140