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

Title
Oxidation of Naphthalene with a Manganese(IV) Bis(hydroxo) Complex in the Presence of Acid
Authors
Jung, DonghyunYan, James J.Noh, HyeonjuHedman, BrittHodgson, Keith O.Solomon, Edward I.Cho, Jaeheung
DGIST Authors
Cho, Jaeheung
Issue Date
2018-06
Citation
Angewandte Chemie - International Edition, 57(26), 7764-7768
Type
Article
Article Type
Article
Author Keyword
manganese; metal–hydroxo compounds; naphthalene; oxidation; reaction mechanisms
ISSN
1433-7851
Abstract
Naphthalene oxidation with metal–oxygen intermediates is a difficult reaction in environmental and biological chemistry. Herein, we report that a MnIV 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 MnIV bis(hydroxo) complex gave a one-electron reduction potential of 1.09 V, which is the most positive potential for all reported nonheme MnIV bis(hydroxo) species as well as MnIV oxo analogues. Kinetic studies, including kinetic isotope effect analysis, suggest that the naphthalene oxidation occurs through a rate-determining electron transfer process. © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
http://hdl.handle.net/20.500.11750/9004
DOI
10.1002/anie.201802641
Publisher
Wiley-VCH Verlag
Related Researcher
  • Author Cho, Jaeheung Biomimetic Materials Laboratory
  • Research Interests Biomimetics; Metalloenzymes; Nitric Oxide Suppliers in Brain; Biomimetic Materials in Life
Files:
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Collection:
Department of Emerging Materials ScienceBiomimetic Materials Laboratory1. Journal Articles


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