Gold-catalyzed oxidation of substituted phenols by hydrogen peroxide

Handle URI:
http://hdl.handle.net/10754/565982
Title:
Gold-catalyzed oxidation of substituted phenols by hydrogen peroxide
Authors:
Cheneviere, Yohan; Caps, Valerie; Tuel, Alain
Abstract:
Gold nanoparticles deposited on inorganic supports are efficient catalysts for the oxidation of various substituted phenols (2,6-di-tert-butyl phenol and 2,3,6-trimethyl phenol) with aqueous hydrogen peroxide. By contrast to more conventional catalysts such as Ti-containing mesoporous silicas, which convert phenols to the corresponding benzoquinones, gold nanoparticles are very selective to biaryl compounds (3,3′,5,5′-tetra-tert-butyl diphenoquinone and 2,2′,3,3′,5,5′-hexamethyl-4,4′- biphenol, respectively). Products yields and selectivities depend on the solvent used, the best results being obtained in methanol with yields >98%. Au offers the possibility to completely change the selectivity in the oxidation of substituted phenols and opens interesting perspectives in the clean synthesis of biaryl compounds for pharmaceutical applications. © 2010 Elsevier B.V. All rights reserved.
KAUST Department:
KAUST Catalysis Center (KCC)
Publisher:
Elsevier BV
Journal:
Applied Catalysis A: General
Issue Date:
20-Oct-2010
DOI:
10.1016/j.apcata.2010.08.018
Type:
Article
ISSN:
0926860X
Appears in Collections:
Articles; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorCheneviere, Yohanen
dc.contributor.authorCaps, Valerieen
dc.contributor.authorTuel, Alainen
dc.date.accessioned2015-08-12T08:58:01Zen
dc.date.available2015-08-12T08:58:01Zen
dc.date.issued2010-10-20en
dc.identifier.issn0926860Xen
dc.identifier.doi10.1016/j.apcata.2010.08.018en
dc.identifier.urihttp://hdl.handle.net/10754/565982en
dc.description.abstractGold nanoparticles deposited on inorganic supports are efficient catalysts for the oxidation of various substituted phenols (2,6-di-tert-butyl phenol and 2,3,6-trimethyl phenol) with aqueous hydrogen peroxide. By contrast to more conventional catalysts such as Ti-containing mesoporous silicas, which convert phenols to the corresponding benzoquinones, gold nanoparticles are very selective to biaryl compounds (3,3′,5,5′-tetra-tert-butyl diphenoquinone and 2,2′,3,3′,5,5′-hexamethyl-4,4′- biphenol, respectively). Products yields and selectivities depend on the solvent used, the best results being obtained in methanol with yields >98%. Au offers the possibility to completely change the selectivity in the oxidation of substituted phenols and opens interesting perspectives in the clean synthesis of biaryl compounds for pharmaceutical applications. © 2010 Elsevier B.V. All rights reserved.en
dc.publisherElsevier BVen
dc.subject2,3,6-Trimethyl phenolen
dc.subject2,6-Di-tert-butyl phenolen
dc.subjectCatalytic oxidationen
dc.subjectGold nanoparticlesen
dc.subjectHydrogen peroxideen
dc.titleGold-catalyzed oxidation of substituted phenols by hydrogen peroxideen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalApplied Catalysis A: Generalen
kaust.authorCaps, Valerieen
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