Basic ionic liquids based on monoquaternized 1,4-diazobicyclo[2.2.2]octane (dabco) and dicyanamide anion: Physicochemical and solvent properties

In this paper, we report on the synthesis and application of monosubstituted diazabicyclo[.2.2.2]octane (dabco) cations associated with a basic anion, dicyanamide. Key properties of these salts-phase transitions, density, and conductivity-were measured and compared to those of other common ionic liquids (ILs). Moreover, solvatochromic dyes were used to assess their solvation properties. The Heck cross-coupling reaction was evaluated in dabco-based ILs and compared with the behavior in common unfunctionalized ILs, evidencing good catalyst stability and a high recyclability in these basic ILs.