Abstract
Abstract Selective alkane hydroxylation has been investigated employing O2 in the presence of PhNHNHPh, PhCO2H and the catalyst, [Fepy4Cl2]. The conversion of cyclohexane to cyclohexanol and the direct reaction between PhNHNHPh and O2 were studied kinetically in the presence of the catalyst. These studies, together with an examination of a range of potential reaction intermediates, suggest that the active species for alkane hydroxylation is an iron-hydroperoxide complex. Hydrazobenzene plays an essential role in the formation of this intermediate. However, a competitive reaction of the hydroperoxide complex leads to the formation of a [Fe(II)(H2O2)]-complex which reacts further with PhNHNHPh. A comparison of the efficiency of a range of iron complexes and a range of substituted hydrazobenzenes in promoting alkane hydroxylation is reported. This oxidation system cannot be viewed as a model for cytochrome P450.
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