Skip to main content
Log in

Mechanism of the reaction between 2,6-diphenyl-1,4-benzoquinone and alphatic diamines

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

Conclusions

  1. 1.

    The existence of rigid and labile donor-acceptor complexes in the 2,6-diphenyl-1,4-benzoquinone-ethylenediamine system, the stability of which is determined by the rate of consumption of the 2,6-diphenyl-1,4-benzoquinone, has been demonstrated by means of ESR spectroscopy.

  2. 2.

    The fact that cyclohexadienone is formed in the 1,4-addition of ethylenediamine to 2,6-diphenyl-1,4-benzoquinone has been confirmed by NMR spectroscopy.

  3. 3.

    The nature of the hydrocarbon fragment of the diamine has a substantial effect on the direction of its reaction with 2,6-diphenyl-1,4-benzoquinone.

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

Literature cited

  1. L. Endryus and R. Kifer, Molecular Complexes in Organic Chemistry [in Russian], Mir, Moscow (1967).

    Google Scholar 

  2. Saul Patai (editor), The Chemistry of Quinonoid Compounds, Part 1, Hebrew University, Jerusalem, Israel (1974), p. 257.

    Google Scholar 

  3. B. D. Sviridov, M. V. Serdobov, R. V. Poponova, G. A. Nikiforov, K. de Jonge, and V. V. Ershov, Zh. Khim. Fiz., No. 4 (1983).

  4. I. S. Belostotskaya, G. G. Lazarev, and M. V. Serdobov, Izv. Akad. Nauk SSSR, Ser. Khim., 625 (1979).

  5. A. N. Nesmeyanov and N. A. Nesmeyanov, The Principles of Organic Chemistry, Vol. 2, Khimiya, Moscow (1970), p. 161.

    Google Scholar 

  6. G. O. Bekker (editor), Introduction to the Photochemistry of Organic Compounds [in Russian], Khimiya, Leningrad (1976), p. 168.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, pp. 105–112, January, 1983.

The authors express their thanks to A. K. Ryzhankova for developing a method for the preparation of absolute ethylenediamine.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sviridov, B.D., Serdobov, M.V., Porkhun, V.I. et al. Mechanism of the reaction between 2,6-diphenyl-1,4-benzoquinone and alphatic diamines. Russ Chem Bull 32, 88–94 (1983). https://doi.org/10.1007/BF01167766

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01167766

Keywords

Navigation