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 times without a significant loss of activity.

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