Conclusions
The mechanism of the 1,5-prototropic interconversion of the ylidene tautomers of pyrimidyl-2-cyanoacetic ester was studied by the method of the transmission of inverted magnetization. It was shown that this process is accomplished by an ion-dissociation mechanism with the intermediate formation of the aromatic tautomeric form.
Similar content being viewed by others
Literature cited
O. P. Petrenko, V. G. Storozhenko, V. V. Lapachev, V. I. Mamatyuk, and V. P. Mamaev, Izv. Akad. Nauk SSSR, Ser. Khim., 1032 (1983).
V. V. Lapachev, O. A. Zagulyaeva, O. P. Petrenko, S. F. Bychkov, and V. P. Mamaev, Khim. Geterotsikl. Soedin., 827 (1984).
M. Dreyfus, O. Bensaude, G. Dodin, and J. E. Dubois, J. Am. Chem. Soc.,98, 6338 (1976).
A. J. M. Weber, W. G. B. Huysmans, W. J. Mijs, W. M. M. Boree, and J. J. Smidt, Vriend Reel. Trav. Chim.,97, 107 (1978).
S. I. Yakimovich and I. V. Zerova, in: Problems in Physical and Organic Chemistry [in Russian], Leningrad. Gos. Univ., Leningrad (1980), Sec. 1, p. 45.
B. A. Ershov and A. D. Romas', in: Problems in Physical Organic Chemistry [in Russian], Leningrad. Gos. Univ., Leningrad (1980), Sec. 1, p. 91.
A. I. Kol'tsov, A. A. Petrov, and B. A. Ershov, Dokl. Akad. Nauk SSSR,246, 336 (1979).
Fs. A. Carey and R. J. Sundberg, Advanced Organic Chemistry, Part A, Plenum Press (1984).
V. V. Lapachev, O. A. Zagulyaeva, and V. P. Mamaev, Dokl. Akad. Nauk SSSR,336, 113 (1977).
J. Emsley, J. Feeney, and L. H. Sutcliffe, High-Resolution Nuclear Magnetic Resonance, Spectroscopy, Pergamon Press (1965).
F. W. Dahlquist and K. J. Longmuir, J. Magn. Reson.,17, 406 (1975).
E. Czervinska, L. Kozerski, and J. Boksa, Org. Magn. Reson.,8, 345 (1976).
R. Osman and Y. Shvo, Tetrahedron,34, 2321 (1978).
L. M. Jacksman and F. A. Cotton, Dynamic Nuclear Magnetic Resonance Spectroscopy, Academic Press, New York (1975), p. 241.
A. J. Gordon and R. A. Ford, A Chemist's Companion: A Handbook of Practical Data, Techniques, and References, Wiley (1973).
J. M. Ortega and W. C. Rheinboldt, Iterative Solution of Nonlinear Equations in Several Variables, Academic Press (1970).
Z. Brandt, Statistical Methods of the Analysis of Observations [Russian translation], Mir, Moscow (1975), p. 33.
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1166–1172, May, 1986.
For Communication 9, cf. [I].
Rights and permissions
About this article
Cite this article
Petrenko, O.P., Bychkov, S.F., Lapachev, V.V. et al. Tautomerism of azine derivatives. Communication 10. Study of the tautomerism of pyrimidyl-2-cyanoacetic ester by the pmr method utilizing a “label of saturation” in the impulse variant. Russ Chem Bull 35, 1058–1064 (1986). https://doi.org/10.1007/BF00955381
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00955381