Antioxidant effectiveness of dehydrogenated p-phenylene diamines through NMR calculations
Ingrid Puškárová *, Martin Breza
Institute of Physical Chemistry and Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology, SK-81237 Bratislava, Slovak
E-mail: * ingrid.puskarova@stuba.sk
Abstract: NMR shifts of N-phenyl-N’-alkyl-p-phenylenediamines (PPD) in vacuum were evaluated by B3LYP calculations using GIAO method. According to our previous studies, the Molar Antioxidant Effectiveness (AEM) of PPD antioxidants correlates with NMR chemical shifts of the amine nitrogen between aromatic rings (NA), the side aliphatic chain nitrogen (NB) and its neighboring tertiary carbon atom (CT) as well as of the hydrogens bonded to them. Our results indicate that the above mentioned chemical shifts correlate with increasing reactivity of dehydrogenated PPD antioxidants at these sites as well.
Keywords: NMR shifts, antioxidants, quantum-chemical calculations, antioxidant effectiveness, dehydrogenation
Full paper in Portable Document Format: acs_0248.pdf
Acta Chimica Slovaca, Vol. 9, No. 2, 2016, pp. 100—103, DOI: 10.1515/acs-2016-0017