Abstract
The catalytic oxygenation of cyclohexane to cyclohexanol (-ol) and cyclohexanone (-one) using a series of di- and trivalent iron-picolinate complexes under Gif IV conditions (10:1 v/v pyridine–acetic acid, zinc powder at room temperature under aerobic atmosphere) proceeds with turnover numbers [defined as (moles of oxygenated products)/(moles of catalyst)] of 161–184 and -one:-ol ratios of 4.2–4.7. The corresponding values for the binuclear picolinate complex [Fe 2(μ-OMe) 2(pic) 4] (237 turnovers, -one:-ol ratio 7.2) are significantly higher. Iron complexes bearing functionalised pyridyl ligands exhibit turnover numbers and ketone selectivities of similar magnitude to, and in some cases higher than, the picolinate complexes.
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