The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts
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 select...
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| Format: | Article |
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MDPI AG
2018-07-01
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| Series: | Catalysts |
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| Online Access: | http://www.mdpi.com/2073-4344/8/8/311 |
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| author | Owen Rogers Samuel Pattisson Joseph Macginley Rebecca V. Engel Keith Whiston Stuart H. Taylor Graham J. Hutchings |
| author_facet | Owen Rogers Samuel Pattisson Joseph Macginley Rebecca V. Engel Keith Whiston Stuart H. Taylor Graham J. Hutchings |
| author_sort | Owen Rogers |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-04-12T07:14:19Z |
| format | Article |
| id | doaj.art-d088713246064c1096b5ac25f0312f64 |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-04-12T07:14:19Z |
| publishDate | 2018-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-d088713246064c1096b5ac25f0312f642022-12-22T03:42:32ZengMDPI AGCatalysts2073-43442018-07-018831110.3390/catal8080311catal8080311The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene CatalystsOwen Rogers0Samuel Pattisson1Joseph Macginley2Rebecca V. Engel3Keith Whiston4Stuart H. Taylor5Graham J. Hutchings6Cardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UKCardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UKCardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UKCardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UKINVISTA Performance Technologies, the Wilton Centre, Wilton, Redcar TS10 4RF, UKCardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UKCardiff Catalysis Institute, School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UKThe 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.http://www.mdpi.com/2073-4344/8/8/311cyclohexenecyclohexane dioladipic acidcatalytic oxidationgoldgraphene |
| spellingShingle | Owen Rogers Samuel Pattisson Joseph Macginley Rebecca V. Engel Keith Whiston Stuart H. Taylor Graham J. Hutchings The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts Catalysts cyclohexene cyclohexane diol adipic acid catalytic oxidation gold graphene |
| title | The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts |
| title_full | The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts |
| title_fullStr | The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts |
| title_full_unstemmed | The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts |
| title_short | The Low Temperature Solvent-Free Aerobic Oxidation of Cyclohexene to Cyclohexane Diol over Highly Active Au/Graphite and Au/Graphene Catalysts |
| title_sort | low temperature solvent free aerobic oxidation of cyclohexene to cyclohexane diol over highly active au graphite and au graphene catalysts |
| topic | cyclohexene cyclohexane diol adipic acid catalytic oxidation gold graphene |
| url | http://www.mdpi.com/2073-4344/8/8/311 |
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