Abstract
The complex meso-tris(pentafluorophenyl)corrolatoiron(IV)chloride [(F 15TPC)FeCl] emerged as efficient catalyst in hydroxylating alkanes at room temperature. Cyclohexane and adamantane have been oxidized to the corresponding alcohols using m-chloroperbenzoic acid ( m-CPBA) as terminal oxidant. Cyclohexane has been converted to cyclohexanol in 50% yield with 100% selectivity. Adamantane has also been hydroxylated up to 75% overall yield under identical reaction condition. Significantly high regioselectivity in adamantane oxidation has been observed. The reactive intermediates have been quantitatively trapped by 2,4,6-tri- t-butylphenol (TTBP). Kinetic analysis of the (F 15TPC)FeCl-catalyzed oxidation of TTBP has found consistent with rapid reaction of organic substrate with an intermediate formed in the first and rate-determining step.
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