Enantioselective Nanoporous Carbon Based on Chiral Ionic Liquids

Angew Chem Int Ed Engl. 2016 Jan 4;55(1):408-12. doi: 10.1002/anie.201505922. Epub 2015 Nov 11.

Abstract

One of the greatest challenges in modern chemical processing is to achieve enantiospecific control in chemical reactions using chiral media such as chiral mesoporous materials. Herein, we describe a novel and effective synthetic pathway for the preparation of enantioselective nanoporous carbon, based on chiral ionic liquids (CILs). CILs of phenylalanine (CIL(Phe)) are used as precursors for the carbonization of chiral mesoporous carbon. We employ circular dichroism spectroscopy, isothermal titration calorimetry (ITC), and chronoamperometry in order to demonstrate the chiral nature of the mesoporous carbon. The approach presented in this paper is highly significant for the development of a new type of chiral porous materials for enantioselective chemistry. In addition, it contributes significantly to our understanding of the structure and nature of chiral nanoporous materials and surfaces.

Keywords: chiral ionic liquids; chirality; enantioselectivity; mesoporous carbon; nanomaterials.

Publication types

  • Research Support, Non-U.S. Gov't