<abstract xmlns="http://www.w3.org/1999/xhtml"><p>Theoretical prediction ability of M06-2X functional was tested for thermodynamics of phenol, 15 <italic>para</italic> and 15 <italic>meta</italic> phenol derivatives. Calculations were done for gas phase as well as for polar and nonpolar solvents. Although predicted values might be shifted from the experimental ones in the framework of the employed DFT functional and basis set, the calculated and experimental data sets correlate well together. Very good linearity was found especially for the correlation of experimental and theoretical proton affinities. Hammett type correlations between the environments considered were compared. The phenolic C—O bond length was also tested as an alternative substituent effect descriptor while the type and position of the functional group on the aromatic ring have a direct effect on the phenolic bond.</p></abstract>

Theoretical prediction ability of M06-2X functional was tested for thermodynamics of phenol, 15 para and 15 meta phenol derivatives. Calculations were done for gas phase as well as for polar and nonpolar solvents. Although predicted values might be shifted from the experimental ones in the framework of the employed DFT functional and basis set, the calculated and experimental data sets correlate well together. Very good linearity was found especially for the correlation of experimental and theoretical proton affinities. Hammett type correlations between the environments considered were compared. The phenolic C—O bond length was also tested as an alternative substituent effect descriptor while the type and position of the functional group on the aromatic ring have a direct effect on the phenolic bond.

Antioxidant action of phenols: Revisiting theoretical calculations of their thermodynamics

Slovak University of Technology in Bratislava

Acta Chimica Slovaca

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

Theoretical prediction ability of M06-2X functional was tested for thermodynamics of phenol, 15 para and 15 meta phenol derivatives. Calculations were done for...

Antioxidant action of phenols: Revisiting theoretical calculations of their thermodynamics

Pubblicato online: 21 gen 2020

Pagine: 212 - 217

DOI: https://doi.org/10.2478/acs-2019-0029

Parole chiave
DFT, Hammett constants, M06-2X functional, reaction enthalpy

© 2019 Monika Biela et al., published by Sciendo

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

Antioxidant action of phenols: Revisiting theoretical calculations of their thermodynamics

Pubblicato online: 21 gen 2020

Pagine: 212 - 217

DOI: https://doi.org/10.2478/acs-2019-0029

Parole chiaveDFT, Hammett constants, M06-2X functional, reaction enthalpy

© 2019 Monika Biela et al., published by Sciendo

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

Parole chiave
DFT, Hammett constants, M06-2X functional, reaction enthalpy