title: A chameleon catalyst for nonheme iron-promoted olefin oxidation.
abstract: We report the chameleonic reactivity of two nonheme iron catalysts for olefin oxidation with H2O2 that switch from nearly exclusive cis-dihydroxylation of electron-poor olefins to the exclusive epoxidation of electron-rich olefins upon addition of acetic acid. This switching suggests a common precursor to the nucleophilic oxidant proposed to Fe(III)-η(2)-OOH and electrophilic oxidant proposed to Fe(V)(O)(OAc), and reversible coordination of acetic acid as a switching pathway.
authors.affiliation: Department of Chemistry and Center for Metals in Biocatalysis, University of Minnesota, Minneapolis, Minnesota 55455, USA. larryque@umn.edu.
authors.forename: Shyam R
authors.initials: SR
authors.lastname: Iyer
authors.forename: Maedeh Moshref
authors.initials: MM
authors.lastname: Javadi
authors.forename: Yan
authors.initials: Y
authors.lastname: Feng
authors.forename: Min Young
authors.initials: MY
authors.lastname: Hyun
authors.forename: Williamson N
authors.initials: WN
authors.lastname: Oloo
authors.forename: Cheal
authors.initials: C
authors.lastname: Kim
authors.forename: Lawrence
authors.initials: L
authors.lastname: Que
mesh_terms: D019342:Acetic Acid / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry; D006861:Hydrogen Peroxide / Q000737:chemistry; D006900:Hydroxylation; D007501:Iron / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000475:Alkenes; D004852:Epoxy Compounds; D006861:Hydrogen Peroxide; D007501:Iron; D019342:Acetic Acid