Skip to main content
Log in

Protodemercuration of heteroannular mercury derivatives of methoxy-, acetoxy-, and methoxycarbonylferrocene

  • Brief Communications
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The rate constants for the protodemercuration of di(1′-methoxy-1-ferrocenyl)mercury, 1-methoxy-1′-chloromercuriferrocene, di(1′-acetoxy-1-ferrocenyl)mercury, 1-acetoxy-1-chloromercuriferrocene, di(1′-methoxycarbonyl-1-ferrocenyl)mercury, and 1-methoxycarbonyl-1′-chloromercuriferrocene by hydrochloric acid have been measured in 90% (by volume) aqueous dioxane at four temperatures. The energies and entropies of activation have been calculated.

  2. 2.

    The protolysis of mercury derivatives of methoxyferrocene takes place approximately twice as fast and the cleavage of the mercury derivatives of acetoxy- and methoxycarbonylferrocene approximately 3 and 30 times more slowly than the protodemercuration of the unsubstituted compounds. The protolysis of unsymmetrical compounds takes place more slowly than that of the symmetrical compounds.

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.

Literature cited

  1. A. N. Nesmeyanov, A. G. Kozlovskii, S. P. Gubin, I. G. Chernov, and É. G. Perevalova, Izv. AN SSSR, Ser. khim.,1967, 1139.

  2. A. N. Nesmeyanov, A. G. Kozlovskii, S. P. Gubin, and É. G. Perevalova, Izv. Akad. Nauk SSSR, Ser. khim.,1965, 580.

  3. A. N. Nesmeyanov, A. E. Borisov, and I. S. Savel'eva, DAN SSSR,155, 603 (1964).

    Google Scholar 

  4. R. D. Brown, A. S. Buchanan, and A. A. Humffray, Austral. J. Chem.,18, 1507 (1965).

    Google Scholar 

  5. A. N. Nesmeyanov, V. A. Sazonova, V. N. Drozd, and L. A. Nikonova, DAN SSSR,131, 1088 (1960).

    Google Scholar 

  6. A. N. Nesmeyanov and A. G. Kozlovskii, Izv. AN SSSR, Ser. khim.,1967, 2574.

  7. É. G. Perevalova, O. A. Nesmeyanova, and I. G. Luk'yanova, DAN SSSR,132, 853 (1960).

    Google Scholar 

  8. Nik. A. Nesmeyanov and O. A. Reutov, Izv. AN SSSR, OKhN,1959 926.

  9. M. Rausch, M. Vogel, and H. Rosenberg, J. Org. Chem.,22, 900 (1957).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 654–655, March, 1968.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Nesmeyanov, A.N., Perevalova, E.G., Gubin, S.P. et al. Protodemercuration of heteroannular mercury derivatives of methoxy-, acetoxy-, and methoxycarbonylferrocene. Russ Chem Bull 17, 630–632 (1968). https://doi.org/10.1007/BF00911627

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00911627

Keywords

Navigation