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Effective Enantiodiscrimination in Electroanalysis Based on a New Inherently Chiral 1,1'-binaphthyl Selector Directly Synthesizable in Enantiopure Form.
- Source :
-
Molecules (Basel, Switzerland) [Molecules] 2020 May 06; Vol. 25 (9). Date of Electronic Publication: 2020 May 06. - Publication Year :
- 2020
-
Abstract
- Enantioselective electroanalysis, which aims to discriminate the enantiomers of electroactive chiral probes in terms of potential difference, is a very attractive goal. To achieve this, its implementation is being studied for various "inherently chiral" selectors, either at the electrode surface or in the medium, yielding outstanding performance. In this context, the new inherently chiral monomer Naph <subscript>2</subscript> T <subscript>4</subscript> is introduced, based on a biaromatic atropisomeric core, which is advantageously obtainable in enantiopure form without HPLC separation steps by a synthetic route hinging on enantiopure 2,2'-dibromo-1,1'-binaphthalenes. The antipodes of the new inherently chiral monomer can be easily electrooligomerized, yielding inherently chiral electrode surfaces that perform well in both cyclic voltammetry (CV) enantiodiscrimination tests with pharmaceutically interesting molecules and in magnetoelectrochemistry experiments.
Details
- Language :
- English
- ISSN :
- 1420-3049
- Volume :
- 25
- Issue :
- 9
- Database :
- MEDLINE
- Journal :
- Molecules (Basel, Switzerland)
- Publication Type :
- Academic Journal
- Accession number :
- 32384781
- Full Text :
- https://doi.org/10.3390/molecules25092175