Abstract
The reactions of phosphites containing electron-withdrawing fluoroalkyl groups with methyl triflate gave tris(fluoroalkoxy)methylphosphonium triflates, which react with alcohols to give either tetrakis(fluoroalkoxy)methylphosphoranes (in the case of fluoroalcohols) or alkylation products — ethers and bis(fluoroalkoxy)methylphosphonates (in the case of unsubstituted alcohols). The structures of the phosphonium salts and phosphoranes were supported by1H and31P NMR spectroscopy.
Literature cited
R. Hudson, Topics in Phosphorus Chemistry, Vol. 11, Interscience Publ., New York-London-Sydney-Toronto (1983), p. 339.
S. E. Fry and N. J. Pienta, J. Org. Chem.,19, No. 25, 4877 (1984).
E. S. Lewis and K. S. Colle, J. Org. Chem.,43, No. 5, 571 (1978).
E. S. Lewis and D. Hamp, J. Org. Chem.,48, No. 12, 2025 (1983).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 946–948, April, 1991.
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Mironov, V.F., Mavleev, R.A., Konovalova, I.V. et al. Tris(fluoroalkoxy)methylphosphonium salts in the synthesis of methylphosphoranes. Russ Chem Bull 40, 841–843 (1991). https://doi.org/10.1007/BF00958586
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DOI: https://doi.org/10.1007/BF00958586