Oxidation of Naphthalene with a Manganese(IV) Bis(hydroxo) Complex in the Presence of Acid [Naphthalene Oxidation of Manganese(IV)-Bis(Hydroxo) Complex in the Presence of Acid]

Jeong, Donghyun; Yan, James J.; Noh, Hyeonju; Hedman, Britt; Hodgson, Keith O.; Solomon, Edward I.; Cho, Jaeheung

doi:10.1002/anie.201802641

Oxidation of Naphthalene with a Manganese(IV) Bis(hydroxo) Complex in the Presence of Acid [Naphthalene Oxidation of Manganese(IV)-Bis(Hydroxo) Complex in the Presence of Acid]

Journal Article · Fri Apr 27 00:00:00 EDT 2018 · Angewandte Chemie (International Edition)

DOI:https://doi.org/10.1002/anie.201802641· OSTI ID:1469755

Jeong, Donghyun ^[1]; Yan, James J. ^[2]; Noh, Hyeonju ^[1]; Hedman, Britt ^[3]; Hodgson, Keith O. ^[4]; Solomon, Edward I. ^[4]; ^[1]

DGIST, Daegu (Korea)
Stanford Univ., Stanford, CA (United States)
Stanford Synchrotron Radiation Lab., Menlo Park, CA (United States)
Stanford Univ., Stanford, CA (United States); Stanford Synchrotron Radiation Lab., Menlo Park, CA (United States)

Naphthalene oxidation with metal–oxygen intermediates is a difficult reaction in environmental and biological chemistry. Herein, we report that a Mn^IV bis(hydroxo) complex, which was fully characterized by various physicochemical methods, such as ESI–MS, UV/Vis, and EPR analysis, X–ray diffraction, and XAS, can be employed for the oxidation of naphthalene in the presence of acid to afford 1,4–naphthoquinone. Redox titration of the Mn^IV bis(hydroxo) complex gave a one–electron reduction potential of 1.09 V, which is the most positive potential for all reported nonheme Mn^IV bis(hydroxo) species as well as Mn^IV oxo analogues. Here, kinetic studies, including kinetic isotope effect analysis, suggest that the naphthalene oxidation occurs through a rate–determining electron transfer process.

View Accepted Manuscript (DOE)

Research Organization:: SLAC National Accelerator Laboratory (SLAC), Menlo Park, CA (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC02-76SF00515

OSTI ID:: 1469755

Alternate ID(s):: OSTI ID: 1438278

Journal Information:: Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 26 Vol. 57; ISSN 1433-7851

Publisher:: WileyCopyright Statement

Country of Publication:: United States

Language:: English

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