Separation of racemic drugs is of great importance and interest in chemistry and pharmacology. Here, we report the bottom-up synthesis of the binaphthyl-based chiral covalent organic frameworks (CCOFs), (R)-BHTP-COF. Then, high-performance liquid chromatography (HPLC) columns were prepared using (R)-BHTP-COF as a chiral stationary phase (CSP). Racemic ibuprofen was successfully baseline-separated on (R)-BHTP-COF-based CSP, and achieved excellent selectivity ( = 2.32) and chromatographic resolution ( = 3.39) factors. Meanwhile, the separation of six racemic drugs by the (R)-BHTP-COF-packed column exhibited high resolution, selectivity, and durability. The successful applications indicate the great potential of CCOFs as a novel stationary phase for efficient HPLC separation.
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http://dx.doi.org/10.1039/d4cc02028f | DOI Listing |
J Sep Sci
December 2024
College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming, China.
Chiral macrocycles have emerged as attractive media for chromatographic enantioseparation due to their excellent host-guest recognition properties. In this study, a new chiral stationary phase (CSP) based on 1,1'-binaphthyl chiral polyimine macrocycle (CPM) was reported. The CPM was synthesized by one-step aldehyde-amine condensation of (S)-2,2'-dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxaldehyde with 1,2-phenylenediamine and bonded on thiolated silica via the thiol-ene click reaction to afford the CSP.
View Article and Find Full Text PDFJ Colloid Interface Sci
January 2025
State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, PR China. Electronic address:
Chiral co-assembly strategy has proven effective in increasing the dissymmetry factor (g) of the emitting layers (EMLs) in circularly polarized organic light-emitting diodes (CP-OLEDs). Therefore, it is crucial to investigate the molecular structures that facilitate chiral co-assembly for further amplification of circularly polarized electroluminescence (CP-EL) signals. In this study, three types of achiral conjugated liquid crystal (LC) polymers (PFPh, PFNa and PFPy) and chiral binaphthyl-based polymer inducers (R/S-FO) were synthesized to construct corresponding chiral co-assemblies (R/S-FO)-(PFPh/Na/Py) as EMLs for CP-OLEDs through strong intermolecular π-π stacking interactions.
View Article and Find Full Text PDFChem Commun (Camb)
September 2024
College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, P. R. China.
Separation of racemic drugs is of great importance and interest in chemistry and pharmacology. Here, we report the bottom-up synthesis of the binaphthyl-based chiral covalent organic frameworks (CCOFs), (R)-BHTP-COF. Then, high-performance liquid chromatography (HPLC) columns were prepared using (R)-BHTP-COF as a chiral stationary phase (CSP).
View Article and Find Full Text PDFBeilstein J Org Chem
July 2024
Institute of Organic Chemistry, Johannes Kepler University Linz, Altenbergerstrasse 69, 4040 Linz, Austria.
We herein report the asymmetric organocatalytic addition of azlactones to allenoates. Upon using chiral quaternary ammonium salt catalysts, i.e.
View Article and Find Full Text PDFJ Colloid Interface Sci
September 2024
School of Materials Science and Engineering, Anhui University of Science and Technology, Huainan, Anhui 232001, PR China. Electronic address:
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