The University of Southampton
University of Southampton Institutional Repository
Warning ePrints Soton is experiencing an issue with some file downloads not being available. We are working hard to fix this. Please bear with us.

Liquid-phase enantioselective chromatographic resolution using interpenetrated, homochiral framework materials

Liquid-phase enantioselective chromatographic resolution using interpenetrated, homochiral framework materials
Liquid-phase enantioselective chromatographic resolution using interpenetrated, homochiral framework materials

Effective separation of mixtures of enantiomers is of continuing interest in analytical and preparative chromatography, with new materials frequently designed and tested. We report two new enantiomerically pure 2D→3D interpenetrated materials used as stationary liquid chromatographic (LC) phases that are shown to resolve selected racemic mixtures with enantiomeric and chemical selectivity. Dicarboxylate ligands derived from amino acids on naphthalene and perylene cores form 2D frameworks that interpenetrate to give 3D structures. Selectivity is initially tested by uptake from solution; subsequent LC methods show that the materials exhibit resolution of racemic analytes in 'micro-columns' and that the two closely related materials show markedly different selectivity for different analytes with much greater activity than the ligands alone. Comparison with a close-packed analogue suggests that the separation activity is largely due to surface effects. Analyte-sensitive MOFs: Two new enantiopure 2D→3D interpenetrated materials used as stationary liquid chromatographic phases are shown to resolve selected racemic mixtures with enantiomeric and chemical selectivity. Enantioselectivity is enhanced for the metal-organic material in comparison to the control experiment when only the pure chiral ligand was employed.

analytical chemistry, crystal engineering, gas chromatography, liquid chromatography, pi interactions
0947-6539
11308-11312
Boer, Stephanie A.
35cb9334-09cf-4735-ad35-f3ac298682c4
Nolvachai, Yada
f7b12861-1674-4cfa-84d5-9e6353059762
Kulsing, Chadin
2832ba98-f44e-43c2-aa42-efc36bb756c4
McCormick, Laura J.
f1c2f8cd-adcc-4bbf-9289-0b33a006d2bb
Hawes, Chris S.
c3d2ccc1-40e2-4bf7-9eef-b4bfe8b8af20
Marriott, Philip J.
12d40d22-dd28-4209-a735-8dab16119e4e
Turner, David R.
bf5671a0-4a0a-41ed-b2f7-a539ccab65aa
Boer, Stephanie A.
35cb9334-09cf-4735-ad35-f3ac298682c4
Nolvachai, Yada
f7b12861-1674-4cfa-84d5-9e6353059762
Kulsing, Chadin
2832ba98-f44e-43c2-aa42-efc36bb756c4
McCormick, Laura J.
f1c2f8cd-adcc-4bbf-9289-0b33a006d2bb
Hawes, Chris S.
c3d2ccc1-40e2-4bf7-9eef-b4bfe8b8af20
Marriott, Philip J.
12d40d22-dd28-4209-a735-8dab16119e4e
Turner, David R.
bf5671a0-4a0a-41ed-b2f7-a539ccab65aa

Boer, Stephanie A., Nolvachai, Yada, Kulsing, Chadin, McCormick, Laura J., Hawes, Chris S., Marriott, Philip J. and Turner, David R. (2014) Liquid-phase enantioselective chromatographic resolution using interpenetrated, homochiral framework materials. Chemistry - A European Journal, 20 (36), 11308-11312. (doi:10.1002/chem.201404047).

Record type: Article

Abstract

Effective separation of mixtures of enantiomers is of continuing interest in analytical and preparative chromatography, with new materials frequently designed and tested. We report two new enantiomerically pure 2D→3D interpenetrated materials used as stationary liquid chromatographic (LC) phases that are shown to resolve selected racemic mixtures with enantiomeric and chemical selectivity. Dicarboxylate ligands derived from amino acids on naphthalene and perylene cores form 2D frameworks that interpenetrate to give 3D structures. Selectivity is initially tested by uptake from solution; subsequent LC methods show that the materials exhibit resolution of racemic analytes in 'micro-columns' and that the two closely related materials show markedly different selectivity for different analytes with much greater activity than the ligands alone. Comparison with a close-packed analogue suggests that the separation activity is largely due to surface effects. Analyte-sensitive MOFs: Two new enantiopure 2D→3D interpenetrated materials used as stationary liquid chromatographic phases are shown to resolve selected racemic mixtures with enantiomeric and chemical selectivity. Enantioselectivity is enhanced for the metal-organic material in comparison to the control experiment when only the pure chiral ligand was employed.

This record has no associated files available for download.

More information

e-pub ahead of print date: 25 July 2014
Published date: 1 September 2014
Keywords: analytical chemistry, crystal engineering, gas chromatography, liquid chromatography, pi interactions

Identifiers

Local EPrints ID: 438801
URI: http://eprints.soton.ac.uk/id/eprint/438801
ISSN: 0947-6539
PURE UUID: 4f674a45-2598-4895-951b-93f7d4980fa1
ORCID for Laura J. McCormick: ORCID iD orcid.org/0000-0002-6634-4717

Catalogue record

Date deposited: 24 Mar 2020 17:52
Last modified: 07 Oct 2020 02:27

Export record

Altmetrics

Contributors

Author: Stephanie A. Boer
Author: Yada Nolvachai
Author: Chadin Kulsing
Author: Chris S. Hawes
Author: Philip J. Marriott
Author: David R. Turner

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×