Novel ionic liquid [Et3N-SO3H][MeSO3]: Synthesis, characterization and catalytic performance for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthenes

The main aim of this work is introducing a novel protic acidic ionic-liquid catalyst for organic synthesis. Thus, N , N -diethyl- N -sulfoethanaminium methanesulfonate ([Et 3 N-SO 3 H][MeSO 3 ]) was synthesized by the reaction of triethylamine with chlorosulfonic acid, and then with methanesulfonic acid. The structure of this novel protic acidic ionic liquid was identified by FT-IR, 1 H NMR, 13 C NMR and mass spectral data. Its catalytic activity was examined for the solvent-free reaction of 2-naphthol with arylaldehydes to provide 14-aryl-14 H -dibenzo[ a , j ]xanthenes. [Et 3 N-SO 3 H][MeSO 3 ] efficiently catalyzed the reaction, and the products were obtained in high to excellent yields and in short reaction times. KEY WORDS : Protic acidic ionic liquid, N , N -Diethyl- N -sulfoethanaminium methanesulfonate ([Et 3 N-SO 3 H][MeSO 3 ]), 2-Naphthol, Arylaldehyde, 14-Aryl-14 H -dibenzo[ a , j ]xanthene Bull. Chem. Soc. Ethiop. 2019 , 33(1), 69-76 DOI: https://dx.doi.org/10.4314/bcse.v33i1.7