Synthesis and applications of carbohydrate based chiral ionic liquids as chiral recognition agents and organocatalysts

Abstract

Chiral ionic liquids (CILs) have shown a wide range of applications in variety of domains in chemistry. Because of this, synthesis and applications of CILs have always been areas of interest for research in the last 20 years. Present work describes, the synthesis of six carbohydrate based chiral ionic liquids (CCILs) by following simple procedures and their applications. Structures of the CCILs were confirmed through various analytical techniques like NMR spectroscopy (1H, 13C, 11B, 31P, 19F), EI-MS, and polarimetry. Designed CCILs were tested as chiral recognising agents using sodium salt of Mosher's acid as model substrate through 19F NMR spectroscopy. Further, CCILs were used as organocatalyst in the enantioselective reduction of aromatic prochiral ketones to achieve corresponding chiral secondary alcohols.