Solvent-free synthesis of unsaturated ketones by the Saucy–Marbet reaction using simple ammonium ionic liquid as a catalyst
Solvent-free synthesis of unsaturated ketones by the Saucy–Marbet reaction using simple ammonium ionic liquid as a catalyst
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DOI：
10.1039/b900042a
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发表时间：
2009-06
期刊：
影响因子：
9.8
通讯作者：
Congmin Wang;Wenjia Zhao;Haoran Li;Liping Guo
中科院分区：
文献类型：
--
作者：
Congmin Wang;Wenjia Zhao;Haoran Li;Liping Guo
简单的氨离子液体是促进不饱和醇与不饱和醚的Saucy-Marbet反应生成相应的不饱和酮的有效催化剂，不需要挥发性有机溶剂。考察了离子液体的阴阳离子、离子液体用量、温度、不饱和醇链长等因素对反应的影响。结果表明，离子液体的酸度对Saucy-Marbet反应有很大影响，其中[Et3NH][HSO4]的催化活性最好。与传统的酸催化方法相比，该方法的转化率和选择性显著提高。此外，离子液体易于分离和重复使用，活性损失很小。为工业合成不饱和酮提供了一条很好的替代途径。
Simple ammonium ionic liquids are efficient catalysts in promoting Saucy–Marbet reactions of unsaturated alcohols with unsaturated ethers to afford the corresponding unsaturated ketones, eliminating the need for volatile organic solvents. The effect of the anions and the cations of ionic liquids, quantity of ionic liquid, temperature, and chain-length of unsaturated alcohols on the reaction was investigated. The results showed that the Saucy–Marbet reaction was heavily influenced by the acidity of ionic liquid and [Et3NH][HSO4] had the best catalytic activity. The conversion and selectivity obtained with this method are significantly increased in comparison to those catalyzed by traditional acid. Furthermore, the ionic liquid could be easily separated and reused with a slight loss of its activity. It provided a good alternative way for the industrial synthesis of unsaturated ketones.