Pow, R. W., Sinclair, Z. L., Bell, N. L. , Watfa, N., Abul-Haija, Y. M. , Long, D.-L. and Cronin, L. (2021) Enantioselective recognition of racemic amino alcohols in aqueous solution by chiral metal-oxide keplerate {Mo132} cluster capsules. Chemistry: A European Journal, 27(48), pp. 12327-12334. (doi: 10.1002/chem.202100899) (PMID:34196438)
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Abstract
Determining the relative configuration or enantiomeric excess of a substance may be achieved using NMR spectroscopy by employing chiral shift reagents (CSRs). Such reagents non-covalently interact with the chiral solute, resulting in each chiral form experiencing different magnetic anisotropy, which is reflected in their NMR spectra. The Keplerate polyoxometalate (POM) is a molybdenum-based, water-soluble, discrete inorganic structure with a pore-accessible inner cavity, decorated by differentiable ligands. Through ligand exchange from the self-assembled nanostructure we have synthesized a set of chiral Keplerate host molecules. By exploiting interactions of analyte molecules at the surface pores we establish the relative configuration of chiral amino alcohol guests (phenylalaninol and 2-amino-1-phenylethanol) in aqueous solvent and determine their enantiomeric excess by 1 H NMR. The use of POMs as chiral shift reagents represents an application of the class that is yet to be well established and opens avenues into aqueous host-guest chemistry with self-assembled recognition agents.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Watfa, Dr Nancy and Bell, Dr Nicola and Sinclair, Ms Zoe and Long, Dr Deliang and Cronin, Professor Lee and Pow, Mr Robert William and Abul-Haija, Yousef |
| Authors: | Pow, R. W., Sinclair, Z. L., Bell, N. L., Watfa, N., Abul-Haija, Y. M., Long, D.-L., and Cronin, L. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Chemistry: A European Journal |
| Publisher: | Wiley |
| ISSN: | 0947-6539 |
| ISSN (Online): | 1521-3765 |
| Published Online: | 01 July 2021 |
| Copyright Holders: | Copyright © 2021 The Authors |
| First Published: | First published in Chemistry - A European Journal 27(48): 12327-12334 |
| Publisher Policy: | Reproduced under a Creative Commons License |
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