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American Chemical Society, Journal of Organic Chemistry, 24(81), p. 12382-12387, 2016

DOI: 10.1021/acs.joc.6b02434

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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 Rebound Process

This paper was not found in any repository; the policy of its publisher is unknown or unclear.
This paper was not found in any repository; the policy of its publisher is unknown or unclear.

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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 derived 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 rebound process (kOT), which are in the range of