<abstract xmlns="http://www.w3.org/1999/xhtml">

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 <italic>m</italic>–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.
</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.

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

Slovak University of Technology in Bratislava

Acta Chimica Slovaca

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

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

Theoretical studies on aniline, phenol, benzenethiol, benzeneselenol, and their corresponding adducts with hydroxyl radical in possible positions on a...

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

Publicado en línea: 24 mar 2022

Páginas: 12 - 17

DOI: https://doi.org/10.2478/acs-2022-0002

Palabras clave
Bond Dissociation Enthalpy, DFT, hydroxyl radical, thermodynamics

© 2022 Dagmar Štellerová et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

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

Publicado en línea: 24 mar 2022

Páginas: 12 - 17

DOI: https://doi.org/10.2478/acs-2022-0002

Palabras claveBond Dissociation Enthalpy, DFT, hydroxyl radical, thermodynamics

© 2022 Dagmar Štellerová et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

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

Palabras clave
Bond Dissociation Enthalpy, DFT, hydroxyl radical, thermodynamics