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Phosphorylation of heptafluorobutanol in the presence of metal chloride-ether catalytic systems

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Abstract

Catalytic activity of complex catalysts based on Li, Na, K, and Cs chlorides and polydentate ligands, viz., dibenzo-18-crown-6, mono-, di-, and tetraglymes, and poly(ethylene glycols) PEG-600 and PEG-1000 was examined in the phosphorylation of heptafluorobutanol with phosphorus oxychloride. The introduction of an organic ligand into a catalytic system leads to improvement in solubility of the salt used as a catalyst and to an increase in the reaction rate by a factor of 1.3—2.8. The catalytic systems based on LiCl and poly(ethylene glycols) proved to be most efficient.

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References

  1. L. S. Zakharov, V. V. Pisarenko, N. N. Godovikov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1971, 2503 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1971, 20, 2373 (Engl. Transl.)].

    Google Scholar 

  2. L. S. Zakharov, V. V. Pisarenko, N. N. Godovikov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1971, 2671 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1971, 20, 2536 (Engl. Transl.)].

    Google Scholar 

  3. I. Yu. Kudryavtsev, L. S. Zakharov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1982, 2535 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1982, 31 (Engl. Transl.)].

  4. M. I. Kabachnik, N. N. Godovikov, V. V. Pisarenko, and L. S. Zakharov, Izv. Akad. Nauk SSSR, Ser. Khim., 1972, 1667 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1972, 21, 1617 (Engl. Transl.)].

    Google Scholar 

  5. M. I. Kabachnik, L. S. Zakharov, E. I. Goryunov, A. P. Kharchenko, V. F. Zabolotskikh, G. D. Novikova, and V. A. Svoren', Izv. Akad. Nauk SSSR, Ser. Khim., 1979, 656 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1979, 28 (Engl. Transl.)].

  6. L. S. Zakharov, S. V. Dobrokhotova, V. V. Pisarenko, N. N. Godovikov, and M. I. Kabachnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1975, 478 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1975, 24 (Engl. Transl.)].

  7. 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., 1976, 1834 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1976, 25 (Engl. Transl.)].

  8. M. I. Kabachnik, L. S. Zakharov, P. V. Petrovskii, and E. I. Goryunov, Izv. Akad. Nauk SSSR, Ser. Khim., 1987, 2879 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1987, 36, 2679 (Engl. Transl.)].

    Google Scholar 

  9. M. I. Kabachnik, L. S. Zakharov, E. I. Goryunov, I. Yu. Kudryavtsev, G. N. Molchanova, M. A. Kurykin, P. V. Petrovskii, T. M. Shcherbina, and A. P. Laretina, Zh. Org. Khim., 1994, 64, 902 [Russ. J. Org. Chem., 1994, 64 (Engl. Transl.)].

    Google Scholar 

  10. M. I. Kabachnik, L. S. Zakharov, I. Yu. Kudryavtsev, P. V. Petrovskii, T. M. Shcherbina, and A. P. Laretina, Izv. Akad. Nauk, Ser. Khim., 1994, 1840 [Russ. Chem. Bull., 1994, 43, 1743 (Engl. Transl.)].

    Google Scholar 

  11. M. I. Kabachnik, L. S. Zakharov, E. I. Goryunov, Yu. V. Zeifman, P. V. Petrovskii, T. M. Shcherbina, and A. P. Laretina, Dokl. Akad. Nauk, 1995, 341, 346 [Dokl. Chem., 1995 (Engl. Transl.)].

    Google Scholar 

  12. E. I. Goryunov, G. N. Molchanova, P. V. Petrovskii, L. S. Zakharov, and M. I. Kabachnik, Izv. Akad. Nauk, Ser. Khim., 1998, 1776 [Russ. Chem. Bull., 1998, 47, 1728 (Engl. Transl.)].

    Google Scholar 

  13. M. I. Kabachnik, L. S. Zakharov, E. I. Goryunov, V. S. Shaidurov, A. V. Kashkin, Yu. L. Bakhmutov, and V. F. Zabolotskikh, Izv. Akad. Nauk SSSR, Ser. Khim., 1985, 957 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1985, 34, 875 (Engl. Transl.)].

    Google Scholar 

  14. I. Yu. Kudryavtsev, L. S. Zakharov, and M. I. Kabachnik, Zh. Prikl. Khim., 1995, 68, 1506 [Russ. J. Appl. Chem., 1995, 68 (Engl. Transl.)].

    Google Scholar 

  15. M. I. Kabachnik, L. S. Zakharov, I. Yu. Kudryavtsev, and T. M. Shcherbina, Zh. Prikl. Khim., 1995, 68, 2003 [Russ. J. Appl. Chem., 1995, 68 (Engl. Transl.)].

    Google Scholar 

  16. I. Yu. Kudryavtsev, L. S. Zakharov, and M. I. Kabachnik, Izv. Akad. Nauk, Ser. Khim., 1998, 2070 [Russ. Chem. Bull., 1998, 47, 2015 (Engl. Transl.)].

  17. R. L. Burwell, Chem. Rev., 1954, 54, 615.

    Google Scholar 

  18. S. Fried and R. D. Kleene, J. Am. Chem. Soc., 1941, 63, 2691.

    Google Scholar 

  19. P. Peringer and P. P. Winkler, Inorg. Chim. Acta, 1986, 118, L1.

    Google Scholar 

  20. Host Guest Complex Chemistry: Macrocycles, Synthesis, Structures, Applications, Eds. F. Vögtle and E. Weber, Springer, Berlin-Heidelberg-New York-Tokyo, 1985.

    Google Scholar 

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Authors and Affiliations

  1. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, 119991, Moscow, Russian Federation

    I. Yu. Kudryavtsev & L. S. Zakharov

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  1. I. Yu. Kudryavtsev
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  2. L. S. Zakharov
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Kudryavtsev, I.Y., Zakharov, L.S. Phosphorylation of heptafluorobutanol in the presence of metal chloride-ether catalytic systems. Russian Chemical Bulletin 50, 1457–1460 (2001). https://doi.org/10.1023/A:1012701510769

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