IR-Fourier spectroscopy methods are adopted to the study of intramolecular interactions occurring in CCl4 solutions of antivirally active derivatives of N-(3,5-di-tert-butyl-2-hydroxyphenyl)acetamide. Analysis of IR spectra has shown that intramolecular H-bonds O–H···O=C and N–H···O=C are formed in solutions of these compounds. The O–H···O=C and N–H···O=C bond strengths and the direction of the equilibrium shift between the two types of conformers depend on the type of carbonyl group substituent. An intramolecular O–H···O=C H-bond is characteristic of highly active derivatives of N-(3,5-di-tert-butyl-2-hydroxyphenyl)acetamide.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
V. A. Roginskii, Phenolic Antioxidants. Reactivity and Effectiveness [in Russian], Nauka, Moscow (1988).
N. Grassie and G. Scott, Polymer Degradation and Stabilisation, Cambridge University Press, New York (1985).
O. T. Andreeva, L. N. Dunets, P. T. Petrov, O. I. Shadyro, and V. M. Tsarenkov, "Antiviral agent for treating infections caused by Herpes Simplex virus," RB Pat. No. 6503 (2004).
O. T. Andreeva, L. N. Dunets, P. T. Petrov, O. I. Shadyro, and V. M. Tsarenkov, "Anti-Herpes virus agent," RB Pat. No. 6594 (2004).
O. I. Shadyro, V. L. Sorokin, G. A. Ksendzova, G. I. Polozov, S. N. Nikolaeva, N. I. Pavlova, O. V. Savinova, and E. I. Boreko, Khim.-Farm. Zh., 36, No. 8, 14–16 (2002).
O. I. Shadyro, V. L. Sorokin, G. A. Ksendzova, G. I. Polozov, S. N. Nikolaeva, N. I. Pavlova, O. V. Savicheva, and E. I. Boreko, Khim.-Farm. Zh., 37, No. 8, 5–7 (2003).
O. I. Shadyro, G. A. Ksendzova, G. I. Polozov, V. L. Sorokin, E. I. Boreko, O. V. Savinova, B. V. Dubovik, and N. A. Bizunok, Bioorg. Med. Chem. Lett., 18, No. 7, 2420–2423 (2008).
O. I. Shadyro, G. A. Ksendzova, G. I. Polozov, V. L. Sorokin, in: Collection of Articles "Chemical problems in creating new materials and technologies" [in Russian], NII FKhP BGU, Minsk (2008), 246–257.
M. V. Belkov, G. A. Ksendzova, P. V. Kuzovkov, G. I. Polozov, I. V. Skornyakov, V. L. Sorokin, G. B. Tolstorozhev, and O. I. Shadyro, Zh. Prikl. Spektrosk., 74, No. 5, 577–582 (2007).
M. V. Belkov, G. A. Ksendzova, G. I. Polozov, I. V. Skornyakov, V. L. Sorokin, G. B. Tolstorozhev, and O. I. Shadyro, Zh. Prikl. Spektrosk., 76, No. 3, 434–439 (2009).
M. V. Belkov, G. A. Ksendzova, G. I. Polozov, I. V. Skornyakov, V. L. Sorokin, G. B. Tolstorozhev, and O. I. Shadyro, Zh. Prikl. Spektrosk., 75, No. 1, 68–73 (2008).
G. A. Ksendzova, G. I. Polozov, I. V. Skornyakov, V. L. Sorokin, G. B. Tolstorozhev, O. I. Shadyro, and A. A. Yakunin, Opt. Spektrosk., 102, No. 4, 602–607 (2007).
J. C. D. Brand and G. Eglington, Applications of Spectroscopy to Organic Chemistry (Oldbourne Chemistry Series), Oldbourne, London (1965).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Zhurnal Prikladnoi Spektroskopii, Vol. 77, No. 1, pp. 45–52, January–February, 2010.
Rights and permissions
About this article
Cite this article
Belkov, M.V., Harbachova, A.N., Ksendzova, G.A. et al. Intramolecular interactions of N-(3,5-di-tert-butyl-2-hydroxyphenyl)acetamide derivatives. J Appl Spectrosc 77, 38–44 (2010). https://doi.org/10.1007/s10812-010-9290-z
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10812-010-9290-z