Knoevenagel Condensation Catalyzed by Novel Acidic Ionic Liquid

doi:10.7503/cjcu20140685

Abstract

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.

Key words: Novel acidic ionic liquid, Knoevenagel condensation, Green chemistry, Recyclability

CLC Number:

O625.67

TrendMD:

PAN Liya, LI Zhifeng, NI Yuxiang, YAO Zhengang, YU Zhiping, WU Wenkang, YING Anguo. Knoevenagel Condensation Catalyzed by Novel Acidic Ionic Liquid[J]. Chem. J. Chinese Universities, 2015, 36(1): 81.

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