Design and synthesis of naphthalene-based chiral strong cation exchangers and their application for chiral separation of basic drugs.

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F21%3A00544592" target="_blank" >RIV/67985858:_____/21:00544592 - isvavai.cz</a>
Alternative codes found
RIV/60461373:22310/21:43922641 RIV/60461373:22340/21:43922641
Result on the web
<a href="http://hdl.handle.net/11104/0321887" target="_blank" >http://hdl.handle.net/11104/0321887</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/jssc.202100127" target="_blank" >10.1002/jssc.202100127</a>

Result language
angličtina
Original language name
Design and synthesis of naphthalene-based chiral strong cation exchangers and their application for chiral separation of basic drugs.
Original language description
In continuation of our efforts to synthesize a highly dedicated strong cation exchanger, we introduce four chiral stationary phases based on a laterally substituted naphthalene core featuring chiral 2-aminocyclohexansulfonic acid as the chiral cation-exchange site. The selectors were modified with two different terminal units, which enabled immobilization to the silica support by thiol–ene radical reaction or azide–yne click chemistry. The chromatographic parameters of these chiral stationary phases were determined using a set of chiral amines, mainly from the family of β-blocker pharmaceuticals. The chiral stationary phases immobilized by means of click chemistry were found to be superior to those possessing the sulfide linker to the silica support. The chromatographic results and visualization of density functional theory-calculated conformations of the selectors hint at a combination of a steric and electronic effect of the triazole ring in the course of chiral resolution of the target analytes.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
20402 - Chemical process engineering

Project
<a href="/en/project/GA20-06264S" target="_blank" >GA20-06264S: Separation of Enantiomers by Chiral Membranes: Experiment and Simulations</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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