Intramolecular interactions in antiviral derivatives of 4,6-di-tert-butyl-2-aminophenol

We have used Fourier transform IR (FTIR) spectroscopy to study intramolecular interactions in solutions of 4,6-di- tert -butyl-2-aminophenol in n -hexane. When the hydroxyl group in the molecule is ortho to the amino group, an O―H⋅⋅⋅N intramolecular hydrogen bond is formed in the 4-6-di- tert -butyl-2-aminophenol derivatives, where the strength of the hydrogen bond depends on the type of substituent at the para position of the phenyl ring. If there are electron-donor groups on the phenyl ring, then a stronger O―H⋅⋅⋅N bond is formed in the 4,6-di- tert -butyl-2-aminophenol derivatives than in molecules containing electron-acceptor Cl and Br atoms. Formation of the above-indicated intramolecular hydrogen bond affects the course of radiation-induced reactions occurring in n -hexane with participation of these compounds and also affects their antiviral activity.