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We have produced a novel ionic liquid {N,N,N’,N’-tetramethylethylene-diaminium-N,N’-disulfonic acid trifluoroacetate ([TMEDSA] [TFA]2)}, and identified it by analysis of H NMR, C NMR, F NMR, mass, TG (thermogravimetry) and DSC (differential scanning calorimetry) data. Then, we have applied [TMEDSA][TFA]2 as a dual-functional catalyst for the production of 1,8-dioxo-9,10-diaryldecahydroacridines by the multi-component reaction of dimedone with arylaldehydes and primary amines. Furthermore, we have proposed a plausible and attractive mechanism based on dual-functionality of the catalyst. Due to dual-functionality of [TMEDSA] [TFA]2 (possessing acidic and basic sites), and also possessing two sites of each, it was highly effective and general, and produced the products in high yields.

química nova

PRODUCTION, CHARACTERIZATION AND USAGE OF A NOVEL DISULFONIC ACID-FUNCTIONALIZED IONIC LIQUID AS A HIGHLY EFFICIENT AND DUAL-FUNCTIONAL CATALYST FOR THE SYNTHESIS OF 1,8-DIOXO-9,10-DIARYL-DECAHYDROACRIDINES