Task-Specific Properties and Prospects of Ionic Liquids in Cross-Coupling Reactions

Ionic liquids (ILs) are considered as highly useful materials for potential diverse uses such as greener and more convenient alternatives to volatile organic solvents, reagents, additives, ligands and co-solvents. Thermal stability, negligible vapor pressure and high polarity with ionic environments have possibly conferred some unique physico-chemical properties and a wider electrochemical window on ILs. More importantly, these properties are tuneable, depending on variations in alkyl chains and counter-anions. On the other hand, various transition-metal-catalyzed cross-coupling reactions constitute an important backbone of contemporary organic synthesis. A vast number of C-C and C-heteroatom cross-coupling reactions are reported in the presence of ILs, often showing better performance. The influence of IL on the action of a given catalyst or on the course of a reaction can be relatively complex, and is not understood well enough to be able to draw succinct conclusions. However, there are a few reports in the literature that help understand the role of actual and active catalytic species stabilized in an IL environment. Stabilization, which can be either helpful or detrimental to catalysis depends on specific circumstances. This review article is aimed primarily at summarizing the various applications of ILs during the past decade, focusing as far as possible on the task-specific properties of ILs in transition-metal-catalyzed C-C and C-heteroatom cross-coupling reactions. Several successful achievements and noteworthy progress in this field of research leads to the sensible conclusion that future prospects in this field of research are not only bright but promise new horizons.