title: Ionically tagged iron complex-catalyzed epoxidation of olefins in imidazolium-based ionic liquids.
abstract: A new ionophilic ligand and a new ionically tagged imidazolium-based iron(III) complex were synthesized and applied in the air oxidation (also hydrogen peroxide) of alkenes in imidazolium-based ionic liquids. At least ten recycling reactions were performed. The epoxidized olefin was obtained in very good yields of 84-91 %. Some important mechanistic insights are also provided based on electrospray ionization quadrupole-time of flight mass spectrometry for the oxidation reaction. These results indicate that oxidations can take place by two different pathways, depending on the reaction condition: a radical or a concerted mechanism. These results contribute towards a better understanding of iron-catalyzed oxidation mechanisms.
authors.affiliation: Laboratory of Medicinal and Technological Chemistry, University of Brasília, Chemistry Institute (IQ-UnB), Brasília-DF, Brazil.
authors.forename: Marcelo R
authors.initials: MR
authors.lastname: dos Santos
authors.forename: Julia R
authors.initials: JR
authors.lastname: Diniz
authors.forename: Aline M
authors.initials: AM
authors.lastname: Arouca
authors.forename: Alexandre F
authors.initials: AF
authors.lastname: Gomes
authors.forename: Fabio C
authors.initials: FC
authors.lastname: Gozzo
authors.forename: Silvia M
authors.initials: SM
authors.lastname: Tamborim
authors.forename: Alexandre L
authors.initials: AL
authors.lastname: Parize
authors.forename: Paulo A Z
authors.initials: PA
authors.lastname: Suarez
authors.forename: Brenno A D
authors.initials: BA
authors.lastname: Neto
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000475:Alkenes; D004852:Epoxy Compounds; D007093:Imidazoles; D052578:Ionic Liquids; D009942:Organometallic Compounds; C029899:imidazole; D007501:Iron