丙酮酸乙酯在铂催化剂上的声化学对映选择性氢化反应
Sonochemical enantioselective hydrogenation of ethyl pyruvate over platinum catalysts.
作者信息
Török B, Felföldi K, Szakonyi G, Bartók M
机构信息
Department of Organic Chemistry and Organic Catalysis Research Group of the Hungarian Academy of Sciences, József Attila University, Szeged.
出版信息
Ultrason Sonochem. 1997 Oct;4(4):301-4. doi: 10.1016/s1350-4177(97)00040-0.
Chiral sonochemical hydrogenation of an aliphatic alpha-ketoester, ethyl pyruvate to ethyl lactate was carried out over various platinum catalysts in different solvents under atmospheric hydrogen pressure. The reaction rates and the enantiomeric excesses were determined over Pt/C, Pt/SiO2 and Pt/K-10 catalysts both under conventional and sonochemical conditions. The effect of ultrasounds on the catalytic activity and enantioselectivity was tested applying sonochemical pretreatment before the reaction. The ultrasonic irradiation was found to be highly advantageous in these hydrogenations. After insonation of the catalysts, the enantioselectivity was highly improved over Pt/SiO2 and Pt/K-10 catalysts. In addition, the reactions took place in quantitative yield and with complete chemoselectivity and the hydrogenation rates increased with one order of magnitude despite the very mild (atmospheric hydrogen pressure, room temperature) experimental conditions.
在常压氢气条件下，于不同溶剂中，使用多种铂催化剂对脂肪族α-酮酯丙酮酸乙酯进行手性声化学氢化反应，以制备乳酸乙酯。在常规条件和声化学条件下，分别测定了Pt/C、Pt/SiO₂和Pt/K-10催化剂上的反应速率和对映体过量值。通过在反应前进行声化学预处理，测试了超声波对催化活性和对映选择性的影响。结果发现，超声波辐射在这些氢化反应中具有显著优势。对催化剂进行超声处理后，Pt/SiO₂和Pt/K-10催化剂的对映选择性得到了显著提高。此外，反应以定量产率进行，具有完全的化学选择性，尽管实验条件非常温和（常压氢气、室温），但氢化速率提高了一个数量级。
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