A chiral porous organic cage for molecular recognition using gas chromatography

Xie, Sheng‐Ming; Zhang, Junhui; Fu, Nan; Wang, Bang-Jin; Chen, Ling

doi:10.1016/j.aca.2015.11.030

Cited by 66 publications

(41 citation statements)

References 39 publications

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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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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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“…Subsequently, our group reported two other homochiral POCs (CC9 and CC10; Fig. ) mixed with OV‐1701 as stationary phases for GC separations . By using TFA as the catalyst, CC9 and CC10 were synthesized by the cycloimination of 1,3,5‐triformylbenzene with (1 R ,2 R )‐1,2‐diphenylethylenediamine and (1 R ,2 R )‐1,2‐bis(4‐fluorophenyl)ethane‐1,2‐diamine in dichloromethane, respectively.…”

Section: Chiral Porous Materials As Chiral Stationary Phases For Gcmentioning

confidence: 99%

Recent progress of chiral stationary phases for separation of enantiomers in gas chromatography

Xie

Yuan

2016

J of Separation Science

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108

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Chromatography techniques based on chiral stationary phases are widely used for the separation of enantiomers. In particular, gas chromatography has developed rapidly in recent years due to its merits such as fast analysis speed, lower consumption of stationary phases and analytes, higher column efficiency, making it a better choice for chiral separation in diverse industries. This article summarizes recent progress of novel chiral stationary phases based on cyclofructan derivatives and chiral porous materials including chiral metal-organic frameworks, chiral porous organic frameworks, chiral inorganic mesoporous materials, and chiral porous organic cages in gas chromatography, covering original research papers published since 2010. The chiral recognition properties and mechanisms of separation toward enantiomers are also introduced.

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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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A chiral porous organic cage for molecular recognition using gas chromatography

Cited by 66 publications

References 39 publications

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

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

Recent progress of chiral stationary phases for separation of enantiomers in gas chromatography

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

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