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新型酸性离子液体催化的 Knoevenagel缩合反应
引用本文:泮丽亚,李志峰,倪宇翔,姚振刚,余志平,吴文康,应安国. 新型酸性离子液体催化的 Knoevenagel缩合反应[J]. 高等学校化学学报, 2015, 36(1): 81-86. DOI: 10.7503/cjcu20140685
作者姓名:泮丽亚  李志峰  倪宇翔  姚振刚  余志平  吴文康  应安国
作者单位:1. 台州学院医药化工学院, 台州 318000;2. 天津大学化工学院, 天津 300072;3. 浙江省低碳脂肪胺工程技术研究中心, 杭州 311604
基金项目:国家自然科学基金(批准号:21106090)、国家级大学生创新训练项目(批准号:201410350018)和浙江省低碳脂肪胺工程技术研究中心开放基金项目(批准号:2012E10033)资助.
摘    要:研究了一类新型酸性离子液体催化的Knoevenagel缩合反应, 结果表明, 该催化剂适用于一系列芳香/杂环醛与α-取代活性亚甲基化合物间的反应, 反应可在室温下进行, 反应时间短且收率良好(92% ~98%). 该反应体系操作简单, 产物易分离. 提出了可能的反应机理并对机理进行了验证. 该离子液体重复使用5次后仍具有较高的反应活性.

关 键 词:新型酸性离子液体  Knoevenagel缩合反应  绿色化学  重复使用性  
收稿时间:2014-07-24

Knoevenagel Condensation Catalyzed by Novel Acidic Ionic Liquid
PAN Liya,LI Zhifeng,NI Yuxiang,YAO Zhengang,YU Zhiping,WU Wenkang,YING Anguo. Knoevenagel Condensation Catalyzed by Novel Acidic Ionic Liquid[J]. Chemical Research In Chinese Universities, 2015, 36(1): 81-86. DOI: 10.7503/cjcu20140685
Authors:PAN Liya  LI Zhifeng  NI Yuxiang  YAO Zhengang  YU Zhiping  WU Wenkang  YING Anguo
Affiliation:1. School of Pharmaceutical and Chemical Engineering, Taizhou University, Taizhou 318000, China;2. School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China;3. Low Carbon Fatty Amine Engineering Research Center of Zhejiang Province, Hangzhou 311604, China
Abstract:A series of novel multiacidic ionic liquids([TEOA] [CF3COO]) based on triethanolamine were synthesized through the two-step method and introduced as catalysts for Knoevenagel condensation of complex active methylene compounds. [TEOA] [CF3COO] showed the best catalytic performance. The reactions were carried out at room temperature and the amount of catalyst was only 2%(molar fraction). The reaction system was applicable to a wide range of aromatic/heteroaromatic aldehydes with the complex α-substituted active methylene compounds affording the products in excellent yields(92%—98%) within minutes. The reaction system was operationally simple and the desired products could be easily separated from the reaction mixture. A plausible mechanism for the Knoevenagel reaction catalyzed by [TEOA] [CF3COO] was proposed and the relevant evidences were given. In addition, the ionic liquid could be regenerated and recycled five timeswithout a significant loss of activity.
Keywords:Novel acidic ionic liquid  Knoevenagel condensation  Green chemistry  Recyclability
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