The electrochemical behavior of 9,10-anthraquinone (AQ) derivatives was experimentally and theoretically studied to determine a linear relationship that allows for a calculated prediction of AQ reduction potentials that have not been experimentally determined. The b3lyp method of DFT to analyze the electrochemical potential of several sets of anthraquinones. The calculations were performed at the 6-31+G* level of theory. In addition to the electronic structure methods, the integral equation formalism variant of the Polarizable Continuum Model (IEFPCM) was used with DMF as a solvent. Preliminary calculations indicate similar single (double) reduction potentials Q/Q- (Q-/Q2-). Calculations were carried out on a series of amino, alkyl, hydroxyl and chloro substituted anthraquinones. The data were corroborated linearly with CV data obtained experimentally. Preliminary results suggest that the a roughly linear correlation of CV determined reduction potentials to in silico calculated energies may be dependent upon the substituted moieties. The amino, alkyl, and chloro substituted anthraquinones appear to correlate well (R2 = 0.78). While the hydroxyl and alkoxy substituted anthraquinones are not well described. The correlations and advanced analysis will be discussed in detail.

Cyclic voltammetric and computational structure-electrochemistry relationship studies of the reduction of a series of 9,10-anthraquinone derivatives

249th National Meeting (2015)

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