Theoretical and Experimental Chemistry

, Volume 20, Issue 1, pp 51–55 | Cite as

Investigation of structure of π-complexes of norbornadiene and 7-tert-butoxynorbornadiene with AgEu(fod)4

  • P. A. Krasutskii
  • A. G. Yurchenko
  • V. N. Rodionov
  • N. I. Kulik


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    O. Hofer, “The lanthanide induced shift technique: Applications in conformational analysis,” Top. Stereochem., 9, 111–197 (1976).Google Scholar
  2. 2.
    D. F. Evans, J. N. Tucker, and G. D. de Villardi, “Lanthanide shift reagents for alkenes,” J. Chem. Soc., Chem. Commun., No. 5, 205–206 (1975).Google Scholar
  3. 3.
    T. J. Wenzel, J. E. Bettes, J. E. Sadlowski, and R. E. Sievers, “New binuclear lanthanide NMR shift reagents effective for aromatic compounds,” J. Am. Chem. Soc., 18, 5903–5904 (1980).Google Scholar
  4. 4.
    T. J. Wenzel and R. E. Sievers, “Nuclear magnetic resonance studies of terpenes with chiral and achiral lanthanide(III)-silver(I) binuclear shift reagents,” J. Am. Chem. Soc., 104, No. 2, 381–389 (1982).Google Scholar
  5. 5.
    W. Offermann and A. Mannschreck, “Chiral recognition of alkene and arene hydrocarbons by 1H and 13C NMR. Determination of enantiomeric purity,” Tetrahedron Lett., 22, No. 36, 3227–3230 (1981).Google Scholar
  6. 6.
    P. A. Krasutskii, A. G. Yurchenko, M. Dzhons, et al., “Investigation of structure of binuclear complex 3, 7-dimethylenebicyclo[3.3.1]nonane...AgNO3...Eu(fod)3 by means of PMR spectroscopy,” Teor. Éksp. Khim., 18, No. 2, 189–193 (1982).Google Scholar
  7. 7.
    J. G. Traunham and T. R. Olechowski, “Complexation of cyclic olefins with aqueous silver ion and with molecular iodine,” J. Am. Chem. Soc., 81, No. 3, 571–574 (1959).Google Scholar
  8. 8.
    J. C. Traunham, “Norbornadiene-silver nitrate complexes,” J. Org. Chem., 26, No. 11, 4694–4696 (1961).Google Scholar
  9. 9.
    H. C. Brown and Liu Kwang-Ting, “Relative rate of exo addition to norbornene and 7,7-dimethylnorbornene. A new criterion for distinguishing between cyclic and noncyclic addition processes,” J. Am. Chem. Soc., 93, No. 6, 7335–7337 (1971).Google Scholar
  10. 10.
    H. C. Brown, J. H. Kawakami, and Liu Kwang-Ting, “Additions to bicyclic olefins. 5. The effect of 7, 7-dimethyl substituents on the stereochemistry and rates of cyclic additions to norbornenes,” J. Am. Chem. Soc., 95, No. 7, 2209–2215 (1973).Google Scholar
  11. 11.
    M. A. Muns and F. T. Weiss, “Determination of equilibrium constants of silver-olefin complexes using gas chromatography,” J. Am. Chem. Soc., 84, No. 24, 4697–4705 (1962).Google Scholar
  12. 12.
    P. A. Krasutskii (Krasutsky), A. G. Yurchenko, and V. N. Rodionov, “Lanthanide shift reagents as structural probes for alkenes,” Tetrahedron Lett., 23, No. 36, 3719–3722 (1982).Google Scholar
  13. 13.
    P. A. Krasutskii, V. N. Rodionov, A. G. Yurchenko, et al., in: Current Problems in the Synthesis and Investigation of Organic Compounds [in Russian], Leningrad University, Leningrad (1982).Google Scholar
  14. 14.
    P. R. Story, “7-t-Butoxynorbornadiene. A unique homoallic substitution,” J. Am. Chem. Soc., 82, No. 8, 2085–2089 (1960).Google Scholar
  15. 15.
    S. I. Zukhovitskii and A. I. Avdeeva, Linear and Convex Programming [in Russian], Nauka, Moscow (1967).Google Scholar
  16. 16.
    B. Franzus, W. C. Baird, E. I. Snyder, and J. N. Surridge, J. Org. Chem., 32, No. 9, 2845–2850 (1967).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • P. A. Krasutskii
    • 1
  • A. G. Yurchenko
    • 1
  • V. N. Rodionov
    • 1
  • N. I. Kulik
    • 1
  1. 1.Kiev Polytechnic InstituteUSSR

Personalised recommendations