<abstract xmlns="http://www.w3.org/1999/xhtml"><p>Theoretical study of phenol, thiophenol, benzeneselenol, aniline and their <italic>para</italic>-amino and <italic>para</italic>nitro derivatives is presented. Neutral molecules, their deprotonated forms, neutral radicals, and radical cations were studied using three Density Functional Theory (DFT) functionals as well as combined DFT and <italic>ab initio</italic> G4 method in order to calculate the N—H, O—H, S—H, and Se—H bond dissociation enthalpies (BDE), proton affinities of corresponding anions (PA) and ionization potentials (IP) of studied compounds. These quantities represent fundamental reaction enthalpies related to the radical scavenging action of primary antioxidants. Calculated values were compared with available experimental data to assess applicability of the computational approaches employed. M06-2X/6-311++G(d,p) and G4 methods showed the best agreement with the available experimental gas-phase reaction enthalpies.</p></abstract>

Theoretical study of phenol, thiophenol, benzeneselenol, aniline and their para-amino and paranitro derivatives is presented. Neutral molecules, their deprotonated forms, neutral radicals, and radical cations were studied using three Density Functional Theory (DFT) functionals as well as combined DFT and ab initio G4 method in order to calculate the N—H, O—H, S—H, and Se—H bond dissociation enthalpies (BDE), proton affinities of corresponding anions (PA) and ionization potentials (IP) of studied compounds. These quantities represent fundamental reaction enthalpies related to the radical scavenging action of primary antioxidants. Calculated values were compared with available experimental data to assess applicability of the computational approaches employed. M06-2X/6-311++G(d,p) and G4 methods showed the best agreement with the available experimental gas-phase reaction enthalpies.

DFT and <italic>ab initio</italic> calculations of ionization potentials, proton affinities and bond dissociation enthalpies of aromatic compounds

Institute of Physical Chemistry and Chemical Physics

Slovak University of Technology in Bratislava

Acta Chimica Slovaca

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

DFT and  calculations of ionization potentials, proton affinities and bond dissociation enthalpies of aromatic compounds

Theoretical study of phenol, thiophenol, benzeneselenol, aniline and their para-amino and paranitro derivatives is presented. Neutral molecules, their...

DFT and ab initio calculations of ionization potentials, proton affinities and bond dissociation enthalpies of aromatic compounds

Published Online: Jan 21, 2020

Page range: 225 - 240

DOI: https://doi.org/10.2478/acs-2019-0032

Keywords
Antioxidant, radical, anion, electron-donating group, electron-withdrawing group

© 2019 Denisa Cagardová et al., published by Sciendo

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

DFT and ab initio calculations of ionization potentials, proton affinities and bond dissociation enthalpies of aromatic compounds

Published Online: Jan 21, 2020

Page range: 225 - 240

DOI: https://doi.org/10.2478/acs-2019-0032

KeywordsAntioxidant, radical, anion, electron-donating group, electron-withdrawing group

© 2019 Denisa Cagardová et al., published by Sciendo

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

Keywords
Antioxidant, radical, anion, electron-donating group, electron-withdrawing group