Abstract
The effects of fluorine substitution in benzene rings and quaternization of the nitrogen atom in Schiff bases of the general formula R−CH=N−R′ on the vibration characteristics of the azomethine group are analyzed. Normal vibrations and intensities of IR bands are calculated. It is shown that the spectroscopic behavior of the C=N bond is almost independent of the electronic effects of substituents in the benzene rings of the molecules studied, and the changes in the intensities of νC=N bands are caused by interactions between vibrations. This points to the stability of this bond in the series of molecules under consideration. For diphenylnitrones, N→O vibrations are identified.
Similar content being viewed by others
References
Z. Melc and G. Baranovic,Pure Appl. Chem.,61, 2129–2135 (1989).
I. K. Korobeinicheva, G. G. Furin, and A. O. Zibarev,Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 568–573 (1984).
I. K. Korobeinicheva, N. I. Petrenko, T. N. Gerasimova, and G. G. Furin,Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim., No. 2, 121–126 (1985).
I. K. Korobeinicheva, O. M. Fugaeva, and G. G. Furin, ——ibid., No. 2, 121–126 (1985).
K. Figueroa, R. Pena, and M. M. Campos-Valette,Naturforsch.,44B, 923–926 (1989).
G. Vergoten and G. Fleury,J. Mol. Struct.,30, 347–352 (1976).
K. Figueroa, M. M. Campos-Valette, and M. Rey-Lafon,Spectrochim. Acta,46A, 1659–1663 (1990).
L. I. Kozhevina, E. B. Prokopenko, V. I. Rybachenko, and E. V. Titov,Zh. Prikl. Spektrosk.,59, Nos. 5/6, 440–445 (1993).
L. I. Kozhevina, E. B. Prokopenko, V. I. Rybachenko, and E. V. Titov, ——ibid. 60, Nos. 1/2, 19–25 (1994).
L. I. Kozhevina, E. B. Prokopenko, V. I. Rybachenko, and E. V. Titov,J. Mol. Struct.,295, 53–72 (1993).
L. I. Kozhevina, E. B. Prokopenko, V. I. Rybachenko, and E. V. Titov,Ukr. Khim. Zh.,61, No. 1, 75–81 (1995).
V. A. Koptyug (ed.),Atlas of the Spectra of Organic Compounds [in Russian], Vol. 29, Novosibirsk (1984).
L. A. Gribov and V. A. Dementiev,Methods and Algorithms of Calculations in the Theory of Vibrational Spectra of Molecules [in Russian], Nauka, Moscow (1981).
L. I. Kozhevina, E. B. Prokopenko, K. Yu. Chotii, et al.Ukr. Khim. Zh.,58, 251–258 (1992).
L. I. Kozhevina, E. B. Prokopenko, K. Yu. Chotii, et al.,Zh. Prikl. Spektrosk.,62, No. 1, 34–40 (1995).
A. J. Gordon and R. A. Ford,The Chemist's Companion, Wiley, New York (1972).
Additional information
L. M. Litvinenko Institute of Physical Organic Chemistry and Carbon Chemistry. Translated fromZhurnal Strukturnoi Khimii, Vol. 36, No. 2, pp. 310–315, March–April, 1995.
Translated by L. Smolina
Rights and permissions
About this article
Cite this article
Kozhevina, L.I., Prokopenko, E.B., Rybachenko, V.I. et al. Investigation of azomethine group vibrations in aromatic schiff bases and their N-oxides by vibrational spectroscopy methods. J Struct Chem 36, 276–280 (1995). https://doi.org/10.1007/BF02578067
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02578067