<abstract xmlns="http://www.w3.org/1999/xhtml"><p> In this work, the influence of the inter-ring dihedral angles and their deformation on the energetics of diphenylamine molecule and its radical is investigated by the B3LYP/6-311++G** approach. Our approximated bond dissociation enthalpy of diphenylamine is 370.0 kJ mol<sup>-1</sup> and it is in good agreement with the recently published experimental data. The potential functions of both the molecule and the radical with respect to the mutual aromatic ring orientations are presented. The potential function for the molecule is of a double-barrier type, whereas the radical possesses a single-barrier function. The calculated total electronic energies are used to approximate the change of the bond dissociation enthalpy with the twisting of the dihedral angle. The dependence of the bond dissociation enthalpy on the dihedral angle is represented by a single-barrier type function. The dependence of the nitrogen atom spin density on the studied dihedral angle is also discussed.</p></abstract>

In this work, the influence of the inter-ring dihedral angles and their deformation on the energetics of diphenylamine molecule and its radical is investigated by the B3LYP/6-311++G** approach. Our approximated bond dissociation enthalpy of diphenylamine is 370.0 kJ mol-1 and it is in good agreement with the recently published experimental data. The potential functions of both the molecule and the radical with respect to the mutual aromatic ring orientations are presented. The potential function for the molecule is of a double-barrier type, whereas the radical possesses a single-barrier function. The calculated total electronic energies are used to approximate the change of the bond dissociation enthalpy with the twisting of the dihedral angle. The dependence of the bond dissociation enthalpy on the dihedral angle is represented by a single-barrier type function. The dependence of the nitrogen atom spin density on the studied dihedral angle is also discussed.

Torsional deformation effect on the N—H bond dissociation energy in diphenylamine

Adam Vagánek Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia

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

Acta Chimica Slovaca

In this work, the influence of the inter-ring dihedral angles and their deformation on the energetics of diphenylamine molecule and its radical is investigated...

Torsional deformation effect on the N—H bond dissociation energy in diphenylamine

Published Online: Nov 23, 2013

Page range: 182 - 186

DOI: https://doi.org/10.2478/acs-2013-0029

Keywords
DFT, industrial antioxidant, BDE, diphenylamine, torsional potential energy

This content is open access.

Torsional deformation effect on the N—H bond dissociation energy in diphenylamine

Published Online: Nov 23, 2013

Page range: 182 - 186

DOI: https://doi.org/10.2478/acs-2013-0029

KeywordsDFT, industrial antioxidant, BDE, diphenylamine, torsional potential energy

This content is open access.

Keywords
DFT, industrial antioxidant, BDE, diphenylamine, torsional potential energy