Conclusions
-
1.
It was found that the N-acyl-1,2,4-triazole molecule exists in two rotamer forms.
-
2.
The dependence of the population of the rotamers and barriers of rotation relative to the N-C bond on the nature of the substituent was discussed.
Literature cited
J. Elguero, C. Marzin, and L. Pappalardo, Bull. Soc. Chim. France,1974, 1137.
K. Dahlqvist and S. Forsen, J. Phys. Chem.,73, 4124 (1969).
T. Matsuo and H. Shosenji, Chem. Commun.,1969, 501.
J. Elguero, A. Fruchier, L. Knutsson, R. Lazaro, and J. Sandstrom. Can. J. Chem.,52, 2744 (1974).
J. Elguero, C. Marzin, and M. E. Peek, Org. Magn. Reson.,7, 445 (1975).
H. Sauvatre, J. Teysseyre, and J. Elguero, Bull. Soc. Chim. France,1976, 635.
T. V. Lifintseva, V. N. Sheinker, S. B. Bulgarevich, A. D. Garnovskii, and O. A. Osipov, Zh. Obshch. Khim.,47, 878 (1977).
W. E. Stewart and T. H. Siddall, Chem. Rev.,70, 517 (1970).
G. Binsch, Top. Stereochemistry,3, 97 (1968).
M. R. Atkinson and J. B. Polya, J. Chem. Soc.,1954, 141.
J. Bircofer and P. Richter, Chem. Ber.,93, 2804 (1960).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1673–1676, July, 1978.
Rights and permissions
About this article
Cite this article
Kalikhman, I.D., Makerov, P.V., Shibanova, E.F. et al. Hindered rotation in N-acyl-1,2,4-triazoles. Russ Chem Bull 27, 1463–1465 (1978). https://doi.org/10.1007/BF00946905
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00946905