Skip to main content
Log in

Heterometallic binuclear complexes involving the mercury—platinum bond as a source of a platinum carbenoid in reactions with fullerene-60

  • Organometallic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The cleavage of two σ-bonds and the formation of a metallocomplex, (η2-C60)Pt(PPh3)2, occur in a new reaction between fullerene-60 and binuclear heterometallic compounds having a mercury-platinum bond (retro-insertion promoted by C60). One of these,trans- Ph2CHCH2HgPt(PPh3)2Br,1, which contains an electron-donating group at the mercury atom, reacts two orders of magnitude faster thancis-(CF3)2CFHgPt(PPh3)2CH=CPh2,2, which has an electron-withdrawing substituent at mercury. An asymmetrical organomercury compound is the second product of the reaction. The reactants and products have been characterized by spectroscopic data (1H,31P NMR, UV-VIS) and elemental analyses. Compound 2, which is more stable to retro-insertion, gives a Pt-centered free radical upon photolysis. This was used for the free-radical functionalization of C60. The platinumfullerenyl radicalcis-C60Pt(PPh3)2R2 was identified by EPR spectroscopy.

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. H. W. Kroto, A. W. Allaf, and S. P. Balm,Chem. Rev., 1991.91, 1213.

    Google Scholar 

  2. P. J. Fagan, B. Chase, J. C. Calabrese, D. A. Dixon, R. Harlow, P. J. Krusic, N. Matsuzawa, F. N. Tebbe, D. L. Thorn, and E. Wasserman,Carbon, 1992,8, 1213.

    Google Scholar 

  3. V. I. Sokolov,Izv. Akad. Nauk, Ser. Khim., 1993, 10 [Russ. Chem., Bull., 1993,42, 1 (Engl. Transl.)].

  4. B. L. Tumanskii, V. V. Bashilov, S. P. Solodovnikov, and V. I. Sokolov,Izv. Akad. Nauk, Ser. Khim., 1992, 1457 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1992,41, 1140 (Engl. Transl.)].

    Google Scholar 

  5. B. L. Tumanskii, V. V. Bashilov, N. N. Bubnov, S. P. Solodovnikov, and V. I. Sokolov,Izv. Akad. Nauk, Ser. Khim., 1992, 1938 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1992.41, 1521 (Engl. Transl.)].

    Google Scholar 

  6. V. V. Bashilov, P. V. Petrovskii, V. I. Sokolov, S. V. Lindeman, I. A. Guzey, and Yu. T. Struchkov,Organometallics, 1993,12, 991.

    Google Scholar 

  7. V. V. Bashilov, P. V. Petrovskii, and V. I. Sokolov,Izv. Akad. Nauk, Ser. Khim., 1993, 428 [Russ. Chem. Bull., 1993.42, 392 (Engl. Transl.)].

    Google Scholar 

  8. V. I. Sokolov, V. V. Bashilov, and O. A. Reutov,J. Organometall. Chem., 1976,111, C 13.

    Google Scholar 

  9. V. V. Bashilov, V. I. Sokolov, and O. A. Reutov,Izv. Akad. Nauk SSSR. Ser. Khim., 1982, 2069 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1982,31, 1825 (Engl. Transl.)].

  10. V. V. Bashilov, V. I. Sokolov, G. Z. Suleimanov, and O. A. Reutov,Izv. Akad. Nauk SSSR, Ser. Khim., 1977, 2562 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1977,26, No. 12 (Engl. Transl.)].

    Google Scholar 

  11. V. V. Bashilov, I. V. Shirina-Eingorn, G. G. Aleksandrov, V. I. Sokolov, and O. A. Reutov,Metalloorg. Khim., 1988,1, 304 [Organomet. Chem. USSR, 1988,1 (Engl. Transl.)].

    Google Scholar 

  12. E. V. Maskaeva, V. V. Bashilov, M. V. Galakhov, V. I. Sokolov,Metalloorg. Khim., 1991,4, 910 [Organomet. Chem. USSR, 1991,4 (Engl. Transl.)].

    Google Scholar 

  13. P. J. Fagan, J. C. Calabrese, and B. Malone,Science, 1991,252, 1160.

    Google Scholar 

  14. S. A. Lerke, B. A. Parkinson, D. H. Evans, and P. J. Fagan.J. Am. Chem. Soc., 1992,114, 7807.

    Google Scholar 

  15. B. L. Tumanskii, A. I. Prokof'ev, E. V. Maskaeva, V. V. Bashilov, V. I. Sokolov, S. P. Solodovnikov, N. N. Bubnov, O. A. Reutov, and M. I. Kabach'nik,Metalloorg. Khim., 1988,1, 407 [Organomet. Chem. USSR, 1988,1 (Engl. Transl.)].

    Google Scholar 

  16. L. Malatesta and C. Cariello,J. Chem. Soc., 1958, 2323.

  17. V. V. Bashilov, V. I. Sokolov, and O. A. Reutov,Izv. Akad. Nauk SSSR, Ser. Khim., 1978, 1081 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1978,27, 935 (Engl. Transl.)].

    Google Scholar 

  18. E. V. Maskaeva, V. V. Bashilov, and V. I. Sokolov,Metalloorg. Khim., 1991,4, 604 [Organomet. Chem. USSR, 1991,4 (Engl. Transl.)].

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1131–1134, June, 1994.

This work was carried out with financial support from the International Science Fund and the Russian Foundation for Basic Research (Project No 93-03-18725 and 93-03-4101).

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bashilov, V.V., Tumanskii, B.L., Petrovskii, P.V. et al. Heterometallic binuclear complexes involving the mercury—platinum bond as a source of a platinum carbenoid in reactions with fullerene-60. Russ Chem Bull 43, 1069–1072 (1994). https://doi.org/10.1007/BF01558083

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01558083

Key words

Navigation