Cyclohexanone ammoximation via in situ H2O2 production using TS-1 supported catalysts

The ammoximation of cyclohexanone to the corresponding oxime via in situ H2O2 formation offers an attractive alternative to the current industrial means of production, overcoming the significant economic and environmental concerns associated with the manufacture of a key reagent, H2O2. Herein we dem...

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Bibliographic Details
Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 24; no. 24; pp. 9496 - 9507
Main Authors Lewis, Richard J, Ueura, Kenji, Fukuta, Yukimasa, Davies, Thomas E, Morgan, David J, Paris, Charlie B, Singleton, James, Edwards, Jennifer K, Freakley, Simon J, Yamamoto, Yasushi, Hutchings, Graham J
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 12.12.2022
Subjects
Catalysts
Catalytic activity
Chemical synthesis
Cyclohexanone
Gold
Green chemistry
Hydrogen peroxide
Low concentrations
Nanoalloys
Nanoparticles
Oxidation
Palladium
Reagents
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Summary:The ammoximation of cyclohexanone to the corresponding oxime via in situ H2O2 formation offers an attractive alternative to the current industrial means of production, overcoming the significant economic and environmental concerns associated with the manufacture of a key reagent, H2O2. Herein we demonstrate the efficacy of a composite catalyst, consisting of precious metal nanoparticles supported on a commercial TS-1, towards the in situ synthesis of cyclohexanone oxime, bridging the wide condition gap that exists between the two distinct reaction pathways: H2O2 direct synthesis and cyclohexanone ammoximation. In particular, the alloying of Au with Pd and the introduction of low concentrations of Pt into AuPd nanoalloys are found to be key in promoting high catalytic performance. The improved catalytic activity of optimal catalysts is found to result from a combination of a disruption of contiguous Pd ensembles and the modification of Pd oxidation states, which in turn dictate catalytic activity towards the production and subsequent degradation of H2O2.
ISSN:1463-9262
1463-9270
DOI:10.1039/d2gc02689a