Electron Transfer Mechanism in the Oxidation of Aryl 1-Methyl-1-phenylethyl Sulfides Promoted by Nonheme Iron (IV)-Oxo Complexes: The Rate of the Oxygen …

…, O Lanzalunga, A Lapi, M Mazzonna…

Index: Del Giacco, Tiziana; Lanzalunga, Osvaldo; Mazzonna, Marco; Mencarelli, Paolo Journal of Organic Chemistry, 2012 , vol. 77, # 4 p. 1843 - 1852

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Abstract

The oxidation of aryl 1-methyl-1-phenylethyl sulfides promoted by the nonheme-iron (IV) oxo complexes [(N4Py) FeIV= O] 2+ and [(Bn-TPEN) FeIV= O] 2+ occurs by an electron transfer- oxygen rebound (ET-OT) mechanism leading to aryl 1-methyl-1-phenylethyl sulfoxides accompanied by products deriving from Cα-S fragmentation of sulfide radical cations (2- phenyl-2-propanol and diaryl disulfides). For the first time the rate constants for the oxygen ...