Abstract
ABSTRACTFour task-specific –SO3H functionalized imidazolium ionic liquids (ILs) were investigated for Brønsted acidities by Hammett functions. After knowing their thermal stabilities, the catalytic activity was observed for the preparation of 2-styrylquinolines by following consecutive Friedländer and Knoevenagel reactions in solvent-free thermal energy. The acidity order ([Dsim][OOCCF3] > [Dsim][OTs] > [Dsim][OOCCl3] > [Msim][OOCCF3]) of three ILs was consistent with their activity order observed in the acid-catalyzed synthesis of 2-styrylquinolines under solvent-free conditions at 90° C, with the exception of [Dsim][OTs]. The best catalytic activity was shown by 25 mol% of [Dsim][OOCCF3] IL. The less acidic IL required 50 mol% to give good yield of 2-styrylquinolines under the optimized condition.
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