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Hydrochlorination of acetylene using supported bimetallic Au-based catalysts

Conte, Marco, Carley, Albert Frederick, Attard, Gary Anthony, Herzing, Andrew A., Kiely, Christopher John ORCID: and Hutchings, Graham John ORCID: 2008. Hydrochlorination of acetylene using supported bimetallic Au-based catalysts. Journal of Catalysis 257 (1) , pp. 190-198. 10.1016/j.jcat.2008.04.024

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A detailed study of the hydrochlorination of acetylene and higher alkynes using a supported gold catalyst is described and discussed. A series of reactions using sequential exposure of the catalysts to C2H2 and HCl demonstrate that exposure to HCl prior to reaction of C2H2/HCl leads to enhanced activity whereas exposure to C2H2 leads to deactivation. The reaction of higher alkynes is affected by steric factors with the trend in activity being: acetylene (ca. 40 % conversion)>> hex-1-yne (10%)>phenylacetylene (7 %) > hex-2-yne (2 %) under standard reaction conditions. Using 1H-NMR spectroscopy we have found that for hex-1-yne and phenyl acetylene the anti-Markovnikov product is formed by anti addition of HCl. However, the Markovnikov products are equivalent for syn- and antiaddition of HCl, and hence we investigated the reaction using deuterated substrates and confirmed the products are formed by the anti addition of HCl. The reaction mechanism is discussed in detail.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Cardiff Catalysis Institute (CCI)
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Gold catalysis; Acetylene hydrochlorination; Supported bimetallic catalysts; Gold alloy nanoparticles
Publisher: Elsevier
ISSN: 0021-9517
Date of First Compliant Deposit: 30 March 2016
Last Modified: 06 Jan 2024 04:55

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