Bawaked, Salem Mohammed, He, Qian, Dummer, Nicholas, Carley, Albert Frederick, Knight, David William, Bethell, Donald, Kiely, Christopher John and Hutchings, Graham John 2011. Selective oxidation of alkenes using graphite-supported gold-palladium catalysts. Catalysis Science & Technology 1 (5) , pp. 747-759. 10.1039/c1cy00122a |
Abstract
Oxidation is an important route for the activation of chemical feedstocks for the synthesis of chemical intermediates. Alkene epoxidation by the electrophilic addition of oxygen to a carbon–carbon double bond is a major challenge in oxidation catalysis. In particular it is important to use molecular oxygen as the oxidant to avoid the formation of reagent by-products. We report the oxidation with air using graphite-supported gold-palladium catalysts of two alkenes, cis-cyclooctene, which gives mainly the epoxide, and crotyl alcohol (trans-but-2-en-1-ol). With cyclooctene, the reaction requires catalytic amounts of t-butyl hydroperoxide. The Au–Pd ratio has a major effect on the conversion with very low activities being associated with Au:Pd ratios of ca. 4:1 and 1:4 by weight. The selectivity to the epoxide is not affected by the Au:Pd ratio. With crotyl alcohol, t-butyl hydroperoxide was not required for activity. In the absence of Pd, crotonaldehyde was formed, but the introduction of Pd leads to an isomerisation pathway to 3-buten-1-ol being favoured over epoxidation and crotonaldehyde was a minor product.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry Cardiff Catalysis Institute (CCI) |
Subjects: | Q Science > QD Chemistry |
Publisher: | Royal Society of Chemistry |
ISSN: | 2044-4753 |
Last Modified: | 03 Aug 2020 15:59 |
URI: | http://orca-mwe.cf.ac.uk/id/eprint/13130 |
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