Chiral Resolution using Supramolecular-Templated Mesostructured Materials

Yanan Huang; Xavier Vidal; Alfonso E Garcia-Bennett

doi:10.1002/anie.201900950

Chiral Resolution using Supramolecular-Templated Mesostructured Materials

Angew Chem Int Ed Engl. 2019 Aug 5;58(32):10859-10862. doi: 10.1002/anie.201900950. Epub 2019 Jun 28.

Authors

Yanan Huang¹, Xavier Vidal², Alfonso E Garcia-Bennett^{1

3}

Affiliations

¹ Department Molecular Sciences, Macquarie University, Sydney, NSW, 2109, Australia.
² Department of Physics and Astronomy, Macquarie University, Sydney, NSW, 2109, Australia.
³ Australian Research Council Centre for Nanoscale Biophotonics, Macquarie University, Sydney, NSW, 2109, Australia.

PMID: 31116456
DOI: 10.1002/anie.201900950

Abstract

Chiral resolution using non-functionalized mesoporous particles is demonstrated for a variety of enantiomeric pairs. This is achieved through the use of supramolecular templated silica materials prepared with guanosine monophosphate (NGM-1) and folic acid (NFM-1) which enable direct chiral transcription onto the surface of the mesopores after solvent extraction and post calcination of the template. The chiral selectivity and kinetics of the mesoporous materials are measured by circular dichroism (CD) spectroscopy on adsorbed molecules with different affinities for the pore surface. NGM-1 and NFM-1 have opposite enantiomeric selectivity for enantiomeric pairs. These results significantly increase the potential of mesoporous materials for chiral separation and enantiomeric catalysis.

Keywords: chirality; mesoporous materials; self-assembly; separation; supramolecular chemistry.

Publication types

Research Support, Non-U.S. Gov't

Abstract

Publication types

Grants and funding