Abstract
The H-complex-forming reaction of naphthalimide derivatives with phenol has been investigated by IR spectroscopy. It was shown that for the majority of compounds studied the carbonyl group is the main center of basicity. In the case of amino-substituted imides of naphthalic acid transfer is possible of the reaction center from the carbonyl group to the nitrogen atom of the substituent introduced into the naphthalene ring. However because of steric hindrance this occurs only for amino- and methylamino-substituted naphthalimide.
Similar content being viewed by others
REFERENCES
L. Ya. Malkes, R. A. Minakova, and A. I. Bedrik, Zh. Prikl. Spektrosk., 55, 820 (1991).
A. I. Bedrik, Author's Summary of Dissertation for Candidate of Chemical Sciences, Kharkov (1997).
R. A. Minakova, A. I. Bedrik, L. Ya. Malkes, and N. N. Rozhitskii, in XVII Ukrainian Conference on Organic Chemistry, Abstracts, Kharkov (1995), p. 482.
L. A. Kutulya, L. P. Pivovarevich, Yu. N. Surov, L. M. Satanovskii, and S. V. Tsukerman, Zh. Org. Khim., 11, 2094 (1975).
S. V. Tsukerman, L. A. Kutulya, Yu. N. Surov, and V. F. Lavrushin, Khim. Geterotsikl. Soedin., 204 (1968).
N. G. Korzhenevskaya, Ukr. Khim. Zh., 55, 1311 (1989).
S. G. Mairanovskii, Ya. P. Stradyn', and V. D. Bezuglyi, Polarography in Organic Chemistry [in Russian], Khimiya, Leningrad (1976), p. 352.
B. M. Krasovitskii, E. A. Shevchenko, and V. B. Distanov, Zh. Org. Khim., 19, 1305 (1983).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Shershukov, V.M., Minakova, R., Bedrik, A.I. et al. Investigation of H-Complex Formation of Derivatives of Naphthalimide with Phenol by IR Spectroscopy. Chemistry of Heterocyclic Compounds 40, 456–459 (2004). https://doi.org/10.1023/B:COHC.0000033537.75831.2f
Issue Date:
DOI: https://doi.org/10.1023/B:COHC.0000033537.75831.2f