Palladium-catalysed enantioselective hydrogenation of alkenoic acids. Role of isomerization

被引:39
作者
Borszeky, K [1 ]
Mallat, T [1 ]
Baiker, A [1 ]
机构
[1] ETH Zentrum, Swiss Fed Inst Technol, Tech Chem Lab, CH-8092 Zurich, Switzerland
关键词
enantioselective; hydrogenation; isomerization; cinchonidine; Pd alumina; alkenoic acid;
D O I
10.1023/A:1019049311321
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
引用
收藏
页码:95 / 97
页数:3
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