Synthesis of 1,2,3-Triazolium Ionic Liquid-Supported Chiral Imidazolidinones and Their Application in Asymmetric Alkylation Reaction

Abstract

New 1,2,3-triazolium ionic liquid-supported chiral imidazolidinones were developed. The feasibility of the ionic liquid-supported imidazolidinones as chiral auxiliaries was demonstrated in sequential propionylation-alkylation-cleavage reactions, which provided the chiral product with good to excellent chemical yields (up to 90%) and high selectivities (up to 94% ee). The progress of the reactions could be monitored by TLC and NMR, and the ionic liquid-supported chiral auxiliaries could be recovered by simple extraction.

Ionic liquids and deep eutectic solvents for NH3 absorption and separation: a review

“…In recent decades, ILs as innovative solvents have been widely reported in a variety of industry applications, including electrochemistry, 55–57 catalysis, 58,59 separation (including the separation of hazardous gases, and extraction separation 60,61 ), as well as medium and catalysts for many organic reactions. 62,63 ILs are entirely made up of organic cations, inorganic or organic anions, 64,65 which provide them with unique physicochemical properties 66,67 of wide liquid range, extremely low vapor pressure compared to aqueous and acidic solutions, high thermal and chemical stability, excellent solubility for polar, non-polar organic and inorganic substances than other adsorption material, and chemical structure designability for ILs with different types of anions and cations to change the acidity, alkalinity, polarity and other properties. Thus, ILs are prospective and valuable green absorbents for the separation and purification of industrial exhaust gases (the acidic SO 2 , 68–70 CO 2 , 71–73 H 2 S, 74–76 and neutral CH 4 77,78 ).…”

Recent Trends in Chiroptical Spectroscopy: Theory and Applications of Vibrational Circular Dichroism and Raman Optical Activity

“…They are useful in organic synthesis or “green” chemistry . Chiral ionic liquids may be used for asymmetric synthesis or analytical enantioseparations . Although they are natural targets for chiroptical spectroscopies, so far they have been studied relatively rarely by these techniques.…”