Intramolecular interactions of N-(3,5-Di-tret-butyl-2-hydroxyphenyl) acetamide derivatives

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. (authors)