Abstract
The polarographic half-wave oxidation potentials of 51 benzenoid hydrocarbons are correlated with the logarithms of the structure counts of the neutral molecule and the radical cation, ln SC R and ln SC R + , respectively. For example, for 25 unsubstituted hydrocarbons and 26 methylsubstituted hydrocarbons, the following relationship was obtained: E 1 2 (ox) = 4.018 + 1.607 ln SC R −1.027 ln SC R + ; r = 0.955, s = ± 0.07. Such an excellent correlation indicates that effects associated with delocalization of π-electrons and the π-electron charge distribution in the neutral and charged molecular species, respectively, are significant in electrochemical oxidation, contrary to an earlier literature report which claimed that they are not. The results also show that the structure counts provide a simple working method for correlations of the electrochemical reactivities of polynuclear aromatic hydrocarbons and their derivatives.
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