Palladium-catalysed enantioselective hydrogenation of alkenoic acids. Role of isomerization |
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| Authors: | K. Borszeky T. Mallat A. Baiker |
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| Affiliation: | (1) Laboratory of Technical Chemistry, Swiss Federal Institute of Technology, ETH-Zentrum, CH-8092 Zürich, Switzerland |
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| Abstract: | The enantioselective hydrogenation of 2-ethyl-propenoic acid over Pd/alumina modified with cinchonidine has been studied. The reaction, carried out in a batch reactor at 1 bar hydrogen pressure and room temperature, revealed that the isomerization of the C=C double bond is a competing side reaction. Double-bond migration and the subsequent hydrogenation of the two isomer alkenoic acids lowered the enantioselectivity drastically due to the formation of opposite enantiomers. |
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| Keywords: | enantioselective hydrogenation isomerization cinchonidine Pd/alumina alkenoic acid |
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