Elsevier

Applied Catalysis

Volume 22, Issue 2, 15 April 1986, Pages 231-241
Applied Catalysis

Selective hydrogenation on copper chromite catalysts IV. Hydrogenation selectivity for α, β-unsaturated aldehydes and ketones

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Abstract

Hydrogenation reactions of crotonaldehyde, methyl vinyl ketone and methacrolein were studied on a copper chromite catalyst at 40°C under atmospheric hydrogen pressure. The high polarization of these molecules led mostly to a 1,4-addition process, whereas 1,2-hydrogenation reactions were observed with dienes. The functional group selectivity was found to be controlled by steric hindrance and electronic effects induced by the methyl substituent. These results were consistent with the copper hydride-like chemistry previously reported for the copper chromite catalyst. Moreover, the formation of allylic alcohols was found to be responsible for the low mono-dihydrogenation selectivity. The decrease in activity is believed to be related to the formation of stable anions (e.g. car☐ylates or alcoholates).

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