title: Alkyltelluro Substitution Improves the Radical-Trapping Capacity of Aromatic Amines.
abstract: The synthesis of a variety of aromatic amines carrying an ortho-alkyltelluro group is described. The new antioxidants quenched lipidperoxyl radicals much more efficiently than α-tocopherol and were regenerable by aqueous-phase N-acetylcysteine in a two-phase peroxidation system. The inhibition time for diaryl amine 9 b was four-fold longer than recorded with α-tocopherol. Thiol consumption in the aqueous phase was found to correlate inversely to the inhibition time and the availability of thiol is the limiting factor for the duration of antioxidant protection. The proposed mechanism for quenching of peroxyl radicals involves O-atom transfer from peroxyl to Te followed by H-atom transfer from amine to alkoxyl radical in a solvent cage.
authors.affiliation: Department of Chemistry-BMC, Uppsala University, Box-576, 751 23, Uppsala, Sweden.
authors.forename: Jia-Fei
authors.initials: JF
authors.lastname: Poon
authors.affiliation: Department of Chemistry-BMC, Uppsala University, Box-576, 751 23, Uppsala, Sweden.
authors.forename: Jiajie
authors.initials: J
authors.lastname: Yan
authors.affiliation: Department of Chemistry-BMC, Uppsala University, Box-576, 751 23, Uppsala, Sweden.
authors.forename: Vijay P
authors.initials: VP
authors.lastname: Singh
authors.affiliation: University of Bristol, School of Chemistry, Bristol, BS8 1TS, UK.
authors.forename: Paul J
authors.initials: PJ
authors.lastname: Gates
authors.affiliation: Department of Chemistry-BMC, Uppsala University, Box-576, 751 23, Uppsala, Sweden. lars.engman@kemi.uu.se.
authors.forename: Lars
authors.identifier: http://orcid.org/0000-0001-7751-629X
authors.initials: L
authors.lastname: Engman
keywords: amines; antioxidants; chain-breaking activity; organotellurium; regenerable