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Catalysts 2018, 8(8), 311; https://doi.org/10.3390/catal8080311

The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts

1
Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UK
2
INVISTA Performance Technologies, the Wilton Centre, Wilton, Redcar TS10 4RF, UK
*
Authors to whom correspondence should be addressed.
Received: 2 July 2018 / Revised: 26 July 2018 / Accepted: 28 July 2018 / Published: 31 July 2018
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Abstract

The selectivity and activity of gold-catalysts supported on graphite and graphene have been compared in the oxidation of cyclohexene. These catalysts were prepared via impregnation and sol immobilisation methods, and tested using solventless and radical initiator-free reaction conditions. The selectivity of these catalysts has been directed towards cyclohexene epoxide using WO3 as a co-catalyst and further to cyclohexane diol by the addition of water, achieving a maximum selectivity of 17% to the diol. The sol immobilisation catalysts were more reproducible and far more active, however, selectivity towards the diol was lower than for the impregnation catalyst. The results suggest that formation of cyclohexane diol through solventless oxidation of cyclohexene is limited by a number of factors, such as the formation of an allylic hydroperoxyl species as well as the amount of in situ generated water. View Full-Text
Keywords: cyclohexene; cyclohexane diol; adipic acid; catalytic oxidation; gold; graphene cyclohexene; cyclohexane diol; adipic acid; catalytic oxidation; gold; graphene
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Rogers, O.; Pattisson, S.; Macginley, J.; Engel, R.V.; Whiston, K.; Taylor, S.H.; Hutchings, G.J. The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts. Catalysts 2018, 8, 311.

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