Highly selective separation of enantiomers using a chiral porous organic cage

Zhang, Junhui; Xie, Sheng‐Ming; Wang, Bang-Jin; He, Pingang; Yuan, Li‐Ming

doi:10.1016/j.chroma.2015.11.038

Cited by 66 publications

(36 citation statements)

References 56 publications

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“…Separation of enantiomers has become an increasingly significant topic in stereochemistry, biological sample preparation and particularly the pharmaceutical industry. Recently, various chiral MOFs as well as other covalent organic frameworks have been synthesized and applied in GC for racemate separation due to its excellent chiral framework structure and high chemical and thermal stability . We summarized chiral MOFs for the separation of racemates in Table .…”

Section: Application Of Mofs In Gas Chromatographic Separationmentioning

confidence: 99%

Metal–Organic‐Framework‐based Gas Chromatographic Separation

Tang

2019

Chemistry An Asian Journal

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Metal-organic frameworks (MOFs)h ave been applied in various fields because of their fascinating structures and excellent properties. MOFs can serve as stationary phases in gas chromatography (GC), which has led to exceptional improvements of performance. Here, we summarize the application of MOFs in GC based on the classification of analytes. The advantages and separation mechanism of MOFs as stationaryp hases in GC are discussed in combination with the characteristics and structures of MOFs. The limitationsa re also summarized in this review,w hich can provide prospects on furtherr esearch for the applications of MOFs.

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Section: Application Of Mofs In Gas Chromatographic Separationmentioning

confidence: 99%

Metal–Organic‐Framework‐based Gas Chromatographic Separation

Tang

2019

Chemistry An Asian Journal

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“…Over the last few decades, porous solid materials such as metal-organic frameworks, covalent organic frameworks (COFs), porous organic frameworks, and porous organic cages have undergone explosive growth, and have attracted a great deal of attention from chemists, physicists, and materials scientists [71]. Among them, homochiral porous crystal materials have very promising applications in the fields of adsorption, enantioselective separation, asymmetric catalysis, and chiral sensors [5,[71][72][73][74][75][76][77][78][79][80][81][82][83][84][85][86].…”

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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“…19 Recently, crystalline CC3 and its analogs have been used as stationary materials in gas chromatography for enantioseparation with excellent efficiency due to the intrinsic chirality and unique porosity. [20][21][22][23] However, there is no report on the application of CC3 in liquid chromatography yet to our knowledge. This may be due to the lack of proper functional groups to tether CC3 to the surface of a stationary phase and the relatively low stability of imine bonds under liquid chromatography conditions.…”

Section: Introductionmentioning

confidence: 99%

Porous Organic Cage Embedded C18 Amide Silica Stationary Phase for High Performance Liquid Chromatography

Zhang

et al. 2018

ANAL. SCI.

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Reduced imine cage (RCC3) was first adopted for the preparation of porous organic cage embedded C18 amide silica stationary phase for high performance liquid chromatography. The prepared stationary phase was characterized by scanning electron microscope (SEM) and Fourier transformation infrared spectrum (FT-IR). Its chromatographic performance under reversed-phase mode was investigated in detail and compared with that of an ODS column. Multiple interactions, including hydrophobic interaction, π-π interactions, electrostatic interactions and hydrogen bonding, were involved due to the synergism of the C18 chain and RCC3. The column showed typical methylene selectivity and enhanced aromatic selectivity for nonpolar analytes while demonstrating high selectivity for polar analytes. In addition, the stationary phase showed the capability of separation of polar and hydrophilic compounds under per aqueous liquid chromatography mode (PALC), providing a green and economical way for the separation of polar and hydrophilic compounds. These results indicated the great application potential of the prepared stationary phase in the analysis of complex samples.

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Highly selective separation of enantiomers using a chiral porous organic cage

Cited by 66 publications

References 56 publications

Metal–Organic‐Framework‐based Gas Chromatographic Separation

Metal–Organic‐Framework‐based Gas Chromatographic Separation

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

Porous Organic Cage Embedded C18 Amide Silica Stationary Phase for High Performance Liquid Chromatography

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