Skip to main content
Log in

Change of topology of the chemical interaction stage as a tool for the stereoselectivity control of PTC reactions

  • Reviews
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The relationship between the rate-limiting step of PTC and the site of the chemical interaction stage has been established for the cyclotriphosphazenes phenolysis reaction in liquid-liquid systems. Transfer of the site of the phenolysis of mono(aryloxy)cyclo-triphosphazenes from the bulk of the organic phase to the interface results in a change in the ratio of the products of the reaction ofcis- andtrans- isomers of bis(aryloxy)cyclo-triphosphazenes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. E. V. Dehmlow and S. S. Dehmlow,Phase Transfer Catalysis (3rd edn.), VCH Verlagsgesellschaft, Weinheim, 1992.

    Google Scholar 

  2. Yu. Sh. Goldberg,Izbrannie glavy mezhfasnogo kataliza [Selected Chapters on Phase Transfer Catalysis], Zinatne, Riga, 1989 (in Russian).

    Google Scholar 

  3. E. V. Dehmlow, G. O. Torossian,Z. Naturforsch., Teil B, 1990,45, 1091.

    Google Scholar 

  4. E. V. Dehmlow, S. Schrader,Z. Naturforsch., Teil B, 1990,45, 409.

    Google Scholar 

  5. M. Bourak and R Gallo,Heterocycles, 1990,31, 447.

    Google Scholar 

  6. E. D'Incan, P. Viout, and R. Gallo,Israel J. Chem., 1985,26, 277.

    Google Scholar 

  7. E. V. Dehmlow, inKirk-Othmer Encyclopedia of Chemical Technology (4th edn.), J. Wiley & Sons, Inc., 1993,5, 374.

  8. G. V. Kryshtal, E. P. Serebryakov, L. M. Suslova, and L. A. Yanovskaya,Izv. AN SSSR, Ser. Khim., 1988, 2377 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988,37, 2142 (Engl. Transl.)].

    Google Scholar 

  9. G. V. Kryshtal, E. P. Serebryakov, L. M. Suslova, and L. A. Yanovskaya,Izv. AN SSSR, Ser. Khim., 1988, 2382 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1988,37, 2146 (Engl. Transl.)].

    Google Scholar 

  10. G. V. Kryshtal, E. P. Serebryakov, L. M. Suslova, and L. A. Yanovskaya,Izv. AN SSSR, Ser. Khim., 1990, 1414 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 1277 (Engl. Transl.)].

    Google Scholar 

  11. G. V. Kryshtal, E. P. Serebryakov, L. M. Suslova, and L. A. Yanovskaya,Izv. AN SSSR, Ser. Khim., 1990, 1417 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 1280 (Engl. Transl.)].

    Google Scholar 

  12. G. V. Kryshtal, E. P. Serebryakov, L. M. Suslova, and L. A. Yanovskaya,Izv. AN SSSR. Ser. Khim., 1990, 2544 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990,39, 2301 (Engl. Transl.)].

  13. G. V. Kryshtal, G. M. Zhdankina, and E. P. Serebryakov,Izv. AN, Ser. Khim., 1993, 1089 [Russ. Chem. Bull., 1993,42, 1042 (Engl. Transl.)].

    Google Scholar 

  14. G. V. Kryshtal, G. M. Zhdankina, and E. P. Serebryakov,Izv. AN, Ser. Khim., 1993, 1094 [Russ. Chem. Bull., 1993,42, 1048 (Engl. Transl.)].

    Google Scholar 

  15. A. Jonczyk, A. Kwast, and M. Makosza,J. Chem. Soc. Chem. Commun., 1977, 902.

  16. T. Wakabayashi and Y. Kato,Tetr. Lett., 1975, 4057.

  17. Yu. A. Zhdanov, Yu. E. Alekseev, E. L. Korol, T. P. Sudareva, and V. G. Alekseeva.Zhurn. obshch. khimii, 1993,63, 1945 [J. Gen. Chem., 1993,63 (Engl. Transl.)].

    Google Scholar 

  18. S. Masami, H. Noriko, T. Masaki, F. Tsutomu, W. Shoji, I. Ikuo, and N. Takehiko,J. Am. Chem. Soc., 1993,115, 818.

    Google Scholar 

  19. E. P. Serebryakov,Zurn. Vsesoyuz. khim. o-va [J. of all-union chem. soc.], 1986,31, 122 (in Russian).

    Google Scholar 

  20. A. F. Popov, A. E. Shumeiko, A. A. Afon'kin, and Zh. P. Piskunova,Reakzionnaya sposobnost organicheskikh soedinenii, 1988,25, 287 [Organic Reactivity, 1988, 302 (Engl. Transl.)].

    Google Scholar 

  21. A. F. Popov, A. E. Shumeiko, A. A. Afon'kin, and Zh. P. Piskunova,Reakzionnaya sposobnost' organicheskikh soedinenii, 1988,25, 297 [Organic Reactivity, 1988, 313 (Engl. Transl.)].

    Google Scholar 

  22. A. A. Afon'kin, A. E. Shumeiko. and A. F. Popov,Zhurn. obshch. khimii, 1992,62, 2540 [J. Gen. Chem., 1992,62 (Engl. Transl.)].

    Google Scholar 

  23. A. E. Shumeiko, A. A. Afon'kin, A. F. Popov, Zh. P. Piskunova, A. A. Yakovets, and S. A. Grebnjuk.Zhurn. obshch. khimii, 1991,61, 2693 [J. Gen. Chem., 1991,62 (Engl. Transl.)].

    Google Scholar 

  24. M. Halpern, Y. Sasson, and M. Rabinovitz,J. Org. Chem., 1984,49, 2011.

    Google Scholar 

  25. S. S. Yufit,Mekhanism mezhfaznogo kataliza [Phase Transfer Catalysis Mechanism], Nauka, Moscow, 1984 (in Russian).

    Google Scholar 

  26. S. Karthikeyan, S. S. Krishnamurthy,Z. anorg. allg. Chem., 1984,513, 231.

    Google Scholar 

  27. A. A. Afon'kin,Diss. kand. khim. nauk [Thesis of doctorate chem. sci.], InFOU NAN Ukraine, Donetzk, 1991 (in Russian).

    Google Scholar 

  28. A. A. Abramson, and Ya. A. Pesin,Zhurn. obshch. khimii, 1993,63, 1448 [J. Gen. Chem., 1993,63 (Engl. Transl.)].

    Google Scholar 

  29. H. Allcoc,Fosforazotistye soedinenija, Mir, Moscow, 1976 [H. R. Allcoc,Phosphorus — Nitrogen Compounds, Academic Press, New York and London, 1972].

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

In memory of the 75th anniversary of Member of the Academy of Sciences of Ukrainian SSR L. M. Litvinenko.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2102–2107, November, 1995.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Afon'kin, A.A., Shumeiko, A.E. & Popov, A.F. Change of topology of the chemical interaction stage as a tool for the stereoselectivity control of PTC reactions. Russ Chem Bull 44, 2006–2011 (1995). https://doi.org/10.1007/BF00696698

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00696698

Key words

Navigation