Skip to main content
SpringerLink
Log in

Cation radicals of N,N1'-diarylbenzamidines

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

Conclusions

  1. 1.

    Protonation of N,N'-di-p-tolyl-(3,5-di-tert-butyl-4-oxylphenyl)amidinium radical leads to the formation of a cation radical similar in structure to amidinum salts with an s-cis and s-trans-arrangement of the p-tolyl groups relative to the phenoxyl group.

  2. 2.

    Cation radicals formed by protonation of N,N'-di-p-tolyl-N-acetyl-(3,5-di-tertbutyl-4-oxyphenyl) amidinium and N,N-di-phenyl-N'-p-tolyl-(3,5-di-tert-butyl-4-oxylphenyl)amidinium radicals have a symmetric structure with inclusion of the carbonyl C atom and the phenyl ipso C atom in a four-membered 1,3-diazetidinium ring.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. E. P. Ivakhnenko, A. I. Shif, L. P. Olekhnovich, et al., Dokl. Akad. Nauk SSSR,299, No. 2 (1988).

  2. V. V. Ershov, A. A. Volod'kin, A. I. Prokof'ev, and S. P. Solodovnikov, Usp. Khim.,42, 1622 (1973).

    Google Scholar 

  3. V. D. Pokhodenko, A. A. Beloded, and V. G. Koshechko, Oxidation-Reduction Reactions of Free Radicals [in Russian], Naukova, Dumka, Kiev (1977), p. 276.

    Google Scholar 

  4. L. L. Popova, I. D. Sadekov, and V. I. Minkin, Reactivity of Organic Compounds, Tartu: Izd-vo Tartusk. Un-ta,6, No. 1(19), 47 (1969).

    Google Scholar 

  5. S. Patai, The Chemistry of Functional Groups. The Chemistry of Amidines and Amidates, Interscience, New York-Sydney-Toronto (1975), p. 677.

    Google Scholar 

  6. Z. Rappoport and R. Ta-Shma, Tetrahedron Lett., 5281 (1972).

  7. J. S. McKennis and P. A. S. Smith, J. Org. Chem.,37, 4173 (1972).

    Google Scholar 

  8. J. Sandstrom, J. Phys. Chem.,71, 2318 (1967).

    Google Scholar 

  9. N. A. Malysheva, A. I. Prokof'ev, N. N. Bubnov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1040 (1988).

Download references

Author information

Authors and Affiliations

  1. Institute of Physical and Organic Chemistry M. A. Suslov Rostov State University, Rostov-on-Don

    E. P. Ivakhnenko, A. I. Prokof'ev, A. I. Shif, L. P. Olekhnovich, V. I. Minkin & M. I. Kabachnik

  2. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    E. P. Ivakhnenko, A. I. Prokof'ev, A. I. Shif, L. P. Olekhnovich, V. I. Minkin & M. I. Kabachnik

Authors
  1. E. P. Ivakhnenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. I. Prokof'ev
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. I. Shif
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. L. P. Olekhnovich
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. I. Minkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. M. I. Kabachnik
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2113–2118, September, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ivakhnenko, E.P., Prokof'ev, A.I., Shif, A.I. et al. Cation radicals of N,N1'-diarylbenzamidines. Russ Chem Bull 37, 1896–1900 (1988). https://doi.org/10.1007/BF00962509

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00962509

Keywords

Search

Navigation