Enantioselective Nanoporous Carbon Based on Chiral Ionic Liquids

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, base...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2016-01, Vol.55 (1), p.408-412
Main Authors: Fuchs, Ido, Fechler, Nina, Antonietti, Markus, Mastai, Yitzhak
Format: Article
Language:English
Subjects:
Calorimetry
Carbon
Carbonization
Chemical bonds
Chemical reactions
chiral ionic liquids
chirality
Circular dichroism
Dichroism
Enantiomers
enantioselectivity
Heat measurement
Ionic liquids
Liquids
mesoporous carbon
nanomaterials
Phenylalanine
Porous materials
Solvents
Spectroscopy
Titration
Titration calorimetry
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Summary: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. Enantioselective carbon: Enantioselective nanoporous carbon materials were synthesized from chiral ionic liquids and characterized by CD spectroscopy, isothermal titration calorimetry, and chronoamperometry. This approach provides access to a new type of chiral mesoporous materials as well as insights into the properties of the products.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201505922