Acta Chimica Slovaca (ACS) publishes papers on fundamental and applied aspects of chemistry, biochemistry, chemical technology, chemical engineering and process control, biotechnology and food technology. Welcome are also topics which include chemical aspects of materials, physical chemistry and chemical physics, analytical chemistry, macromolecular chemistry and biomedical engineering.

On the energetics of radical adduct formation of OH• with phenol analogs and aniline

Dagmar Štellerová *, Vladimír Lukeš

Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK–812 37 Bratislava, Slovakia

E-mail: * dagmar.stellerova@stuba.sk

Abstract: Theoretical studies on aniline, phenol, benzenethiol, benzeneselenol, and their corresponding adducts with hydroxyl radical in possible positions on a hydrocarbon ring are presented. Bond dissociation enthalpies, related to radical scavenging of primary antioxidants, were calculated using the M06–2X/6–311+G** method. Calculated data were compared with available experimental data. Preferable homolytic bond dissociation of the presented molecules with OH• through functional groups X—OH followed by the m–OH ones has been confirmed. The highest antioxidant activity among the investigated positions is predicted for benzeneselenol. Also, the formation of non-covalent van der Waals structures has been shown as important in radical scavenging.

Keywords: Bond Dissociation Enthalpy; DFT; hydroxyl radical; thermodynamics

Acta Chimica Slovaca, Vol. 15, No. 1, 2022, pp. 12—17, DOI: 10.2478/acs-2022-0002