title: Iron Complex Catalyzed Selective C-H Bond Oxidation with Broad Substrate Scope.
abstract: The use of a peroxidase-mimicking Fe complex has been reported on the basis of the biuret-modified TAML macrocyclic ligand framework (Fe-bTAML) as a catalyst to perform selective oxidation of unactivated 3° C-H bonds and activated 2° C-H bonds with low catalyst loading (1 mol %) and high product yield (excellent mass balance) under near-neutral conditions and broad substrate scope (18 substrates which includes arenes, heteroaromatics, and polar functional groups). Aliphatic C-H oxidation of 3° and 2° sites of complex substrates was achieved with predictable selectivity using steric, electronic, and stereoelectronic rules that govern site selectivity, which included oxidation of (+)-artemisinin to (+)-10β-hydroxyartemisinin. Mechanistic studies indicate FeV(O) to be the active oxidant during these reactions.
authors.affiliation: Chemical Engineering Division, CSIR-National Chemical Laboratory , Pune 411008, India.
authors.forename: Sandipan
authors.initials: S
authors.lastname: Jana
authors.affiliation: Chemical Engineering Division, CSIR-National Chemical Laboratory , Pune 411008, India.
authors.forename: Munmun
authors.initials: M
authors.lastname: Ghosh
authors.affiliation: Chemical Engineering Division, CSIR-National Chemical Laboratory , Pune 411008, India.
authors.forename: Mayur
authors.initials: M
authors.lastname: Ambule
authors.affiliation: Department of Chemical Sciences, Indian Institute of Science, Education and Research Kolkata , Mohanpur 741246, India.
authors.forename: Sayam
authors.identifier: 0000-0002-3729-1820
authors.initials: S
authors.lastname: Sen Gupta