Synthesis and characterization of novel chiral imidazolium and pyridinium ionic liquids derived from tartaric acid and 2-oxazolidinone

Abstract

Novel chiral imidazolium and pyridinium ionic liquids based on tartaric acid and 2-oxazolidinone were designed. Symmetrical dicationic ionic liquids based on tartaric acid have been synthesized and characterized. These chiral ionic liquids were designed by employing very short and simple methods. Incorporation of alkyl halide over tartaric acid and 2-oxazolidinone is an important step. N-methyl imidazole and pyridine were used for preparation of quaternary salts. These ionic liquids have been evaluated for the asymmetric sulfide oxidation. Chiral ionic liquids based on tartaric acid showed superior chiral inducing property as compare to 2-oxazolidinone based chiral ionic liquids.

GRAPHICAL ABSTRACT

Key Words:

• Chiral ionic liquids
• tartaric acid
• imidazolium
• pyridinium
• 2-oxazolidinone

Acknowledgments

The authors are thankful to the M/S Lupin Limited and the authorities of Manipal Academy of Higher Education for the research program. We also acknowledge the valuable guidance, support, and suggestions from Dr. P. R. Upadhaya, and Dr. Vijaya Desai.