Ambimodal Addition-Coupled Electron Transfer Mechanism in a Pb(IV)-Promoted Oxidative Dearomatization Reaction
Yumiao Ma
Abstract:The mechanism of the Pb(IV)-promoted phenol oxidative dearomatization reaction has been traditionally attributed to a carbocation mechanism. In 2011, Pettus reported an oxidative dearomatization reaction leading to a mixture of a formal [5 + 2] and a C−O bond formation product. By employing density functional theory and quasimolecular dynamics calculations, it was demonstrated that the reaction does not occur through a carbocation intermediate but instead proceeds through an addition-coupled electron transfer … Show more
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