Conclusions
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1.
The formation of α-polyfluoroalkylbenzyl ethers during the catalytic phosphorylation of α-polyfluoroalkylbenzyl alcohols is due to alkylation of these alcohols by α-polyfluoroalkylbenzyl dichlorophosphates formed as intermediates in the course of the reaction.
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2.
α-Polyfluoroalkylbenzyl dichlorophosphates containing a p-methyl group in the aromatic nucleus can be used as phosphorylating agents only in the presence of a hydrogen chloride acceptor at low temperatures.
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L. S. Zakharov, E. I. Goryunov, S. T. Ioffe, and M. I. Kabachnik, Inventor's Cert. No. 427945, 15.05 (1974); Byul. Izobr., No. 18 (1974).
L. S. Zakharov, E. I. Goryunov, S. T. Ioffe, L. L. Morozov, T. M. Shcherbina, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1834 (1976).
L. S. Zakharov, E. I. Goryunov, S. T. Ioffe, L. L. Morozov, T. M. Shcherbina, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 2391 (1974).
J. Kenyon, H. Phillips, and F. M. H. Taylor, J. Chem. Soc., 382 (1931); W. Gerrard, J. Chem. Soc., 106 (1945); M. Migano, J. Am. Chem. Soc.,77, 3524 (1955).
J. K. Stille and R. W. Fries, J. Am. Chem. Soc.,96, 1514 (1974).
J. A. Dale and H. S. Mosher, J. Am. Chem. Soc.,90, 3732 (1968); J. A. Dale, D. L. Dull, and H. S. Mosher, J. Org. Chem.,34, 2543 (1969).
W. G. Bentrude, J. Am. Chem. Soc.,87, 4026 (1965).
F. Ramirez, O. P. Madan, and S. R. Heller, J. Am. Chem. Soc.,87, 731 (1965).
R. Fuchs and G. J. Park, J. Org. Chem.,22, 993 (1957).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2090–2094, September, 1978.
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Zakharov, L.S., Goryunov, E.I., Morozov, L.L. et al. Catalytic phosphorylation of polyfluoroalkanols 6. Formation of α-polyfluoroalkylbenzyl ethers during catalytic phosphorylation of α-polyfluoroalkylbenzyl alcohols. Russ Chem Bull 27, 1843–1847 (1978). https://doi.org/10.1007/BF00929235
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DOI: https://doi.org/10.1007/BF00929235