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混合胆碱-甜菜碱离子液体中芳香酮的催化氢解反应

Catalytic hydrogenolysis of aromatic ketones in mixed choline-betainium ionic liquids.

作者信息

Van Doorslaer Charlie, Wahlen Joos, Mertens Pascal G N, Thijs Ben, Nockemann Peter, Binnemans Koen, De Vos Dirk E

机构信息

Department of Microbial and Molecular Systems, KU Leuven, Centre for Surface Chemistry and Catalysis, Kasteelpark Arenberg 23, 3001 Leuven, Belgium.

出版信息

ChemSusChem. 2008;1(12):997-1005. doi: 10.1002/cssc.200800140.

DOI:10.1002/cssc.200800140
PMID:19040254
Abstract

The palladium-catalyzed hydrogenolysis of aromatic ketones to alkylbenzenes was studied in mixtures of ionic liquids to explore the promotional effect of these reaction media. Choline-based ionic liquids displayed complete miscibility with the aromatic ketone substrate at reaction temperature and a clear phase separation of the derived alkylbenzene product at room temperature. Selected ionic liquids were then assessed as reaction media in the hydrogenolysis of aromatic ketones over palladium catalysts. A binary mixture of choline and betainium bis(trifluoromethylsulfonyl)imide ionic liquids resulted in the highest conversion and selectivity values in the hydrogenolysis of acetophenone. At the end of the reaction, the immiscible alkylbenzene separates from the ionic liquid mixture and the pure product phase can be isolated by simple decantation. After optimization of the reaction conditions, high yields (>90 %) of alkylbenzene were obtained in all cases. The catalyst and the ionic liquid could be used at least three times without any loss of activity or selectivity.

摘要

在离子液体混合物中研究了钯催化的芳香酮氢解制烷基苯反应,以探索这些反应介质的促进作用。胆碱基离子液体在反应温度下与芳香酮底物完全互溶,而在室温下衍生的烷基苯产物会明显分层。然后评估了选定的离子液体作为钯催化剂上芳香酮氢解反应的介质。胆碱和双(三氟甲基磺酰)亚胺甜菜碱离子液体的二元混合物在苯乙酮氢解反应中得到了最高的转化率和选择性值。反应结束时,不互溶的烷基苯与离子液体混合物分离,通过简单倾析即可分离出纯产物相。优化反应条件后,所有情况下均获得了高产率(>90%)的烷基苯。催化剂和离子液体至少可重复使用三次,活性和选择性均无任何损失。

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