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异相金属催化中的超声学:负载型铂催化剂上的声化学化学选择性和对映选择性氢化反应

Ultrasonics in heterogeneous metal catalysis: sonochemical chemo- and enantioselective hydrogenations over supported platinum catalysts.

作者信息

Török B, Szöllösi G, Balázsik K, Felföldi K, Kun I, Bartók M

机构信息

Department of Organic Chemistry of the Hungarian Academy of Sciences, József Attila University, Szeged.

出版信息

Ultrason Sonochem. 1999 Mar;6(1-2):97-103. doi: 10.1016/s1350-4177(98)00033-9.

Abstract

Sonochemical chemo- and enantioselective hydrogenations over supported platinum catalysts are described. We disclose our results with respect to a sonochemical modification of the chemoselective hydrogenation of cinnamaldehyde over supported platinum catalysts, and the asymmetric hydrogenation of ethyl pyruvate promoted by various ultrasonic pretreatments. The ultrasonic pretreatment of the supported platinum catalysts was found to be highly beneficial in almost every case, improving both the catalytic activity and selectivity. The effect of additional experimental variables, such as hydrogen pressure, catalyst support, temperature and the ultrasonic insonation time were also studied. The enantioselectivity of the hydrogenation of ethyl pyruvate increased up to 97.1% ee. In the case of cinnamaldehyde hydrogenation, the selective preparation of cinnamyl alcohol became possible. The theoretical aspects of the working mechanisms in comparison with 'silent' reactions will also be provided.

摘要

描述了负载型铂催化剂上的声化学化学选择性和对映选择性氢化反应。我们公布了关于负载型铂催化剂上肉桂醛化学选择性氢化的声化学改性以及各种超声预处理促进丙酮酸乙酯不对称氢化的结果。发现负载型铂催化剂的超声预处理在几乎所有情况下都非常有益,可提高催化活性和选择性。还研究了其他实验变量的影响,如氢气压力、催化剂载体、温度和超声照射时间。丙酮酸乙酯氢化的对映选择性提高到了97.1%ee。在肉桂醛氢化的情况下,可以选择性地制备肉桂醇。还将提供与“无声”反应相比的作用机制的理论方面。

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