Chromatographic study on the high performance separation ability of a homochiral [Cu2(d-Cam)2(4,4′-bpy)]n based-column by using racemates and positional isomers as test probes

Mei, Zhang; Zhang, Junhui; Zhang, Yan; Wang, Bang-Jin; Xie, Sheng‐Ming; Yuan, Liming

doi:10.1016/j.chroma.2013.12.023

Cited by 68 publications

(31 citation statements)

References 54 publications

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“…Today, a new frontier in the CSPs field for chromatography enantioseparation is represented by homochiral MOFs . Yuan and co‐workers used 2 as test probe on three 3D MOF‐based CSPs: (i) the homochiral nanoporous [(CH 3 ) 2 NH 2 ][Cd(bpdc) 1.5 ]·2DMA (where DMA is N , N’ ‐dimethylacetamide) having a network chirality (bpdc is the 4,4’‐biphenyldicarboxylate), (ii) [Zn 2 (d‐cam) 2 (4,4’‐bipyridine)] n (where bpy is bipyridine), and (iii) [Cu 2 (d‐cam) 2 (4,4’‐bpy)] n . Hex/DCM mixtures, as MPs, were used for the enantioseparation of rac ‐ 2 , showing values of enantioselectivity α of 3.19, 3.08, and 1.75, respectively.…”

Section: Liquid‐phase Enantioseparation Of Stable Atropisomersmentioning

confidence: 99%

Recent trends and applications in liquid‐phase chromatography enantioseparation of atropisomers

et al. 2017

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The term Atropisomerism defines a type of enantiomerism that arises from hindered rotation around an axis that makes two rotational isomers enantiomers. Atropisomeric compounds are present in nature, being important building blocks of many biologically active compounds. Atropisomers have been extensively studied in environmental and toxicological chemistry and, in particular, separating them has become a need in specific fields as organic synthesis and pharmaceutical research. High-performance LC has been fruitfully applied in this context, and despite HPLC separation on chiral stationary phase is considered as mature technology nowadays, in the last years several advancements and applications contributed to study compounds where axial chirality is of utmost importance. Moreover, dynamic chromatography has been exploited as a versatile tool for kinetic studies of systems with slow internal motion gaining essential information on their stereodynamic behavior. On this basis, current topics and trends in liquid-phase chromatography enantioseparation of atropisomers are presented herein with specific focus on new representative applications with HPLC, covering years 2010-2016. Some examples concerning supercritical fluid chromatography applications are also reported. This review aims to provide the reader with a modern overview of the field to highlight the renewed interest toward the chemistry of molecules with atropisomeric properties. A systematic compilation of all published literature has not been attempted.

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Section: Liquid‐phase Enantioseparation Of Stable Atropisomersmentioning

confidence: 99%

Recent trends and applications in liquid‐phase chromatography enantioseparation of atropisomers

et al. 2017

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“…As an inexpensive, commercially available multi‐dentate ligand, camphoric acid (H 2 cam) is a very good choice to explore chiral coordination chemistry . Since chiral MOFs constructed from D‐(+)‐camphoric acid exhibit excellent recognition ability and enantioselectivity as a stationary phase in GC, our group and the Liu group have taken several homochiral MOFs including [Cu 2 (D‐Cam) 2 (4,4′‐bipyridine)] n , [Zn 2 (D‐Cam) 2 (4,4′‐bipyridine)] n , [Co 2 (D‐cam) 2 (4,4′‐trimethylenedipyridine)], [Cd 2 (D‐Cam) 3 ]·2HDMA·4DMA and (Me 2 NH 2 ) 2 [Mn 4 O(D‐cam) 4 ]·(H 2 O) 5 constructed from D‐(+)‐camphoric acid and different metal ions as the stationary phases for HPLC separation . These homochiral MOFs packed columns gave good resolution for the separation of a diverse range of racemates.…”

Section: Chiral Porous Materials As Chiral Stationary Phases For Hplcmentioning

confidence: 99%

Recent development trends for chiral stationary phases based on chitosan derivatives, cyclofructan derivatives and chiral porous materials in high performance liquid chromatography

Xie

Yuan

2018

J of Separation Science

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The separation of enantiomers by chromatographic methods, such as gas chromatography, high-performance liquid chromatography and capillary electrochromatography, has become an increasingly significant challenge over the past few decades due to the demand of pharmaceutical, agrochemical, and food analysis. Among these chromatographic resolution methods, high-performance liquid chromatography based on chiral stationary phases has become the most popular and effective method used for the analytical and preparative separation of optically active compounds. This review mainly focuses on the recent development trends for novel chiral stationary phases based on chitosan derivatives, cyclofructan derivatives, and chiral porous materials that include metal-organic frameworks and covalent organic frameworks in high-performance liquid chromatography. The enantioseparation performance and chiral recognition mechanisms of these newly developed chiral selectors toward enantiomers are discussed in detail.

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“…To date, a large number of chiral MOFs have been synthesized and applied . Chiral MOFs have attracted considerable attention in enantioselective adsorption , HPLC , GC , and CEC . However, considering the difficulty of some chiral separations, it is still essential to explore new chiral MOFs as chiral stationary phases to resolve diverse enantioseparations with simply and inexpensively.…”

Section: Introductionmentioning

confidence: 99%

Homochiral metal–organic framework used as a stationary phase for high‐performance liquid chromatography

Kong

Zhang

Aihong

et al. 2015

J of Separation Science

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Metal-organic frameworks are promising porous materials. Chiral metal-organic frameworks have attracted considerable attention in controlling enantioselectivity. In this study, a homochiral metal-organic framework [Co(2) (D-cam)(2) (TMDPy)] (D-cam = D-camphorates, TMDPy = 4,4'-trimethylenedipyridine) with a non-interpenetrating primitive cubic net has been used as a chiral stationary phase in high-performance liquid chromatography. It has allowed the successful separation of six positional isomers and six chiral compounds. The good selectivity and baseline separation, or at least 60% valley separation, confirmed its excellent molecular recognition characteristics. The relative standard deviations for the retention time of run-to-run and column-to-column were less than 1.8 and 3.1%, respectively. These results demonstrate that [Co(2) (D-cam)(2) (TMDPy)] may represent a promising chiral stationary phase for use in high-performance liquid chromatography.

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Chromatographic study on the high performance separation ability of a homochiral [Cu2(d-Cam)2(4,4′-bpy)]n based-column by using racemates and positional isomers as test probes

Cited by 68 publications

References 54 publications

Recent trends and applications in liquid‐phase chromatography enantioseparation of atropisomers

Recent trends and applications in liquid‐phase chromatography enantioseparation of atropisomers

Recent development trends for chiral stationary phases based on chitosan derivatives, cyclofructan derivatives and chiral porous materials in high performance liquid chromatography

Homochiral metal–organic framework used as a stationary phase for high‐performance liquid chromatography

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