Selective hydroxylation of alkanes catalyzed by iron(IV)corrole

作者:Biswas Achintesh Narayan; Das Purak; Agarwala Arunava; Bandyopadhyay Debkumar; Bandyopadhyay Pinaki*
来源:Journal of Molecular Catalysis A: Chemical , 2010, 326(1-2): 94-98.
DOI:10.1016/j.molcata.2010.04.014

摘要

The complex meso-tris(pentafluorophenyl)corrolatoiron(IV)chloride [(F(15)TPC)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(15)TPC)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.

  • 出版日期2010-7-1