Selective hydroxylation of alkanes catalyzed by iron(IV)corrole

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• 作者：Achintesh Narayan Biswas ; Purak Das ; Arunava Agarwala ; Debkumar B ; yopadhyay ; Pinaki B ; yopadhyay
• 关键词：Catalysis ; Iron corroles ; Hydroxylation ; Cyclohexane ; Adamantane
• 刊名：Journal of Molecular Catalysis A: Chemical
• 出版年：2010
• 出版时间：1 July 2010
• 年：2010
• 卷：326
• 期：1-2
• 页码：94-98
• 全文大小：343 K

文摘

The complex meso-tris(pentafluorophenyl)corrolatoiron(IV)chloride [(F₁₅TPC)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 (F₁₅TPC)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.