Abstract

A novel DABCO functionalized dicationic ionic liquid (DDIL) has been synthesized using diazabicyclo[2,2,2]octane (DABCO), 1,3-dichloro-2-propanol and NaBF4 in acetonitrile. The IL was fully characterized by IR, NMR and mass spectroscopic techniques. The presence of BF4− anion in IL was confirmed by 19F NMR and also supported by mass analysis. The TGA analysis showed that the IL is thermally stable up to 180°C temperature. We demonstrated that the presence of the tertiary nitrogen sites and hydroxyl group in the DDIL network enhances the overall activity of DDIL. These make them compatible for base catalyzed one pot multicomponent synthesis of ortho-amino carbonitriles and 3-methyl-4-arylmethylene-isoxazol-5(4H)-ones under grinding without solvent. In addition the activity of DDIL was also studied for synthesis of tetrahydrobenzo[b]pyrans under ultrasound irradiation in water. Furthermore the DDIL was easily recoverable and recyclable many times with modest decrease in activity.

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