Activation of hydrocarbon C-H bonds by iodosylbenzene: how does it compare with iron(IV)-oxo oxidants?

摘要

Combined experimental and theoretical studies on the reactivity of iodosylbenzene (PhIO) show that PhIO is capable of activating weak C-H bonds of hydrocarbons via a hydrogen abstraction mechanism.rnCytochromes P450 (CYP 450) are ubiquitous enzymes that utilize molecular oxygen on a heme iron center that in a series of two reduction and two protonation steps is converted into an iron(IV)-oxo active species (Cpd Ⅰ). These enzymes have important biochemical functions and are involved in the metabolism of drugs in the liver, the biosynthesis of hormones and detoxification processes. In synthetic iron complexes, these two reduction and protonation steps can be by-passed using terminal oxidants such as hydrogen peroxide, alkyl hydroperoxides, iodosylbenzene (PhIO), and m-chloroperbenzoic acid (m-CPBA).