Monatshefte für Chemie / Chemical Monthly

, Volume 107, Issue 3, pp 619–624 | Cite as

Über die Reaktion von Biphenyl mit Magnesium in flüssigem Ammoniak

  • Peter Markov
  • Liliana Dimitrova
  • Christo Ivanov
Organische Chemie und Biochemie

On the reaction of biphenyl with magnesium in liquid ammonia


The interaction between magnesium and biphenyl in liquid ammonia has been studied. It was shown that the metal adduct formed reacts slowly with the reaction medium to give tetrahydroderivatives of biphenyl.

A comparative study was carried out in order to reveal the influence of the metal used on the reaction pathway. It was found that the nature of the reaction products markedly differs when lithium, sodium or magnesium were used in the reaction.

Possible reaction mechanisms are discussed.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    P. Markov undC. Ivanov, C. r. hebdomad. Sé. Acad. Sci.264 C, 1605 (1967).Google Scholar
  2. 2.
    W. Schlenk undE. Bergmann, Ann. Chem.463, 92 (1928).Google Scholar
  3. 3.
    R. G. Harvey, L. Arzadon, J. Grant undK. Urberg, J. Amer. Chem. Soc.91, 4535 (1969).Google Scholar
  4. 4.
    P. J. Grisdale, T. H. Regan, J. C. Doty, J. Figueras undJ. L. Williams, J. Org. Chem.33, 1116 (1968).Google Scholar
  5. 5.
    W. Hückel undR. Schwen, Chem. Ber.89, 150 (1956).Google Scholar
  6. 6.
    A. J. Birch undG. Nadamuni, J. Chem. Soc. (Perkin)1974, 545.Google Scholar
  7. 7.
    D. F. Lindow, C. N. Cortez undR. G. Harvey, J. Amer. Chem. Soc.94, 5406 (1972).Google Scholar
  8. 8.
    J. P. Pascault, M. B. Weisrock undJ. Golé, C. r. Hebdomad. Sé. Acad. Sci.264 C, 220 (1967).Google Scholar
  9. 9.
    A. Streitwieser, Jr., undS. Suzuki, Tetrahedron16, 153 (1961).Google Scholar
  10. 10.
    A. J. Birch, J. Chem. Soc.1950, 1551.Google Scholar
  11. 11.
    T. Hogen-Esch undJ. Smid, J. Amer. Chem. Soc.88, 307 (1966).Google Scholar
  12. 12.
    J. P. Pascault undJ. Golé, J. Chim. Phys.68, 453 (1971).Google Scholar
  13. 13.
    K. H. J. Buschow, J. Dieleman undG. J. Hoijtink, J. Chem. Phys.42, 1993 (1965).Google Scholar
  14. 14.
    J. P. Pascault undJ. Golé, J. Chim. Phys.68, 198 (1971).Google Scholar
  15. 15.
    M. Fontanille undP. Sigwalt C. r. hebdomad. Sé. Acad. Sci.263 C, 316 (1966).Google Scholar
  16. 16.
    A. Rainis undM. Szwarc, J. Amer. Chem. Soc.96, 3008 (1974).Google Scholar

Copyright information

© Springer-Verlag 1976

Authors and Affiliations

  • Peter Markov
    • 1
  • Liliana Dimitrova
    • 1
  • Christo Ivanov
    • 1
  1. 1.Department of Organic ChemistryUniversität SofiaSofiaBulgarien

Personalised recommendations