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Kinetic studies of the reactions of two previously characterized copper(iii)-hydroxide complexes (LCuOH and NO 2  LCuOH, where L = N , N '-bis(2,6-diisopropylphenyl)-2,6-pyridine-dicarboxamide and NO 2  L = N , N '-bis(2,6-diisopropyl-4-nitrophenyl)pyridine-2,6-dicarboxamide) with a series of para substituted phenols ( X ArOH where X = NMe 2 , OMe, Me, H, Cl, NO 2 , or CF 3 ) were performed using low temperature stopped-flow UV-vis spectroscopy. Second-order rate constants ( k ) were determined from pseudo first-order and stoichiometric experiments, and follow the trends CF 3 &lt; NO 2 &lt; Cl &lt; H &lt; Me &lt; OMe &lt; NMe 2 and LCuOH &lt; NO 2  LCuOH. The data support a concerted proton-electron transfer (CPET) mechanism for all but the most acidic phenols (X = NO 2 and CF 3 ), for which a more complicated mechanism is proposed. For the case of the reactions between NO 2  ArOH and LCuOH in particular, competition between a CPET pathway and one involving initial proton transfer followed by electron transfer (PT/ET) is supported by multiwavelength global analysis of the kinetic data, formation of the phenoxide NO 2  ArO - as a reaction product, observation of an intermediate [LCu(OH 2 )] + species derived from proton transfer from NO 2  ArOH to LCuOH, and thermodynamic arguments indicating that initial PT should be competitive with CPET.

Reactivity of the copper(iii)-hydroxide unit with phenols