Mechanism of the stereoisomeric conversions of nitroenamines containing a N-H bond in chloroform-methanol mixtures

  • V. I. Bakhmutov
  • É. I. Fedin
Physical Chemistry
  • 16 Downloads

Conclusions

  1. 1.

    The Z,E-isomerization of α-nitro-β-methylaminoacrylic ether and α-nitro-β-tolylaminoacrylic ether in a mixture of methanol and chloroform has been studied by dynamic PMR; the activation parameters of the process have been obtained.

     
  2. 2.

    The nature of the effect of substituents on the rate and energy parameters of Z,E-isomerization, the absence of a kinetic isotope effect, as well as the lower rate of proton exchange indicate that the isomeric transformations take place by a thermal mechanism.

     

Keywords

Ether Methanol Chloroform Activation Parameter Isotope Effect 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    H. O. Kalinowski and H. Kessler, Topics in Stereo Chemistry, Vol. 7, Wiley-Interscience (1973), p. 296.Google Scholar
  2. 2.
    J. Dabrowski and J. Torpinski, Roczniki Chemii,41, 697 (1967).Google Scholar
  3. 3.
    E. Czerwinska, L. Kozerski, and J. Boksa, J. Org. Magn. Reson.,8, No. 6, 345 (1976).Google Scholar
  4. 4.
    V. I. Bakhmutov and K. A. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim., 1157 (1980).Google Scholar
  5. 5.
    N. M. Sergeev, Usp. Khim.,42, 769 (1973).Google Scholar
  6. 6.
    V. I. Bakhmutov and V. A. Burmistrov, Org. Magn. Reson.,12, No. 4, 185 (1979).Google Scholar
  7. 7.
    O. Exner, Progress in Physical Organic Chemistry, Vol. 10, Wiley-Interscience (1973), p. 411.Google Scholar
  8. 8.
    I. P. Gragerov, V. K. Pogorelyi, and I. F. Franchuk, The Hydrogen Bond and Fast Proton Exchange [in Russian], Naukova Dumka, Kiev (1978), p. 184.Google Scholar
  9. 9.
    J. Riddick and W. Bunger, Organic Solvents, N. Y. (1970).Google Scholar

Copyright information

© Plenum Publishing Corporation 1982

Authors and Affiliations

  • V. I. Bakhmutov
    • 1
  • É. I. Fedin
    • 1
  1. 1.A. N. Nesmeyanov Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRUSSR

Personalised recommendations