Synthesis of chemically bonded cellulose trisphenylcarbamate chiral stationary phases for enantiomeric separation.

  title={Synthesis of chemically bonded cellulose trisphenylcarbamate chiral stationary phases for enantiomeric separation.},
  author={Xiao-ming Chen and H. Zou and Q. Zhang and J. Ni and Zengzi Zhang},
  journal={Journal of chromatographic science},
  volume={40 6},
Cellulose trisphenylcarbamate is regioselectively bonded to 3-aminopropyl silica gel and underivatized silica gel, respectively, at the 6-position of the primary hydroxyl group on the glucose unit of cellulose with 4,4'-diphenylmethane diisocyanate (DPDI) as a spacer. Enantioseparations are evaluated on these prepared chiral stationary phases (CSPs) with several organic acids as the modifiers in the mobile phase by high-performance liquid chromatography. The influence of the amount of DPDI used… Expand
22 Citations
Preparation of Bonded Cellulose Tris(3,5-dimethylphenylcarbamate) Chiral Stationary Phases by Using Three Bifunctional Reagents
Three di-acyl chlolide reagents, adipoyl chloride, terephthaloyl chloride and isophthaloyl chloride, were used as spacer reagents to prepare bonded type of three celluloseExpand
Cellulose 3,5-dimethylphenylcarbamate immobilized on silica A new chiral stationary phase for the analysis of enantiomers
Abstract Recently, we have reported the solvent versatility and enantiomeric resolution performance of an immobilized amylose derivative-based chiral stationary phase (CSP), CHIRALPAK ® IA. TheExpand
Cellulose phenylcarbamate-derived hybrid bead-type chiral packing materials for efficient chiral recognition
Abstract For efficient enantioseparation, eight organic–inorganic hybrid bead-type chiral packing materials (CPMs) with high organic contents have been developed using celluloseExpand
Immobilized Polysaccharide-Based Chiral Stationary Phases for HPLC
Polysaccharide derivatives, such as phenylcarbamates and benzoates of cellulose and amylose, are known to show high chiral recognition abilities for many racemates when used as chiral stationaryExpand
Improved procedure for preparation of covalently bonded cellulose tris-phenylcarbamate chiral stationary phases
The classical method for preparation of covalently boned cellulose derivative chiral stationary phases (CSP) with diisocyanate as spacer was improved. Diisocyanate was firstly allowed to react withExpand
Solvent versatility of immobilized 3,5-dimethylphenylcarbamate of amylose in enantiomeric separations by HPLC.
The option to use a wide range of solvents, especially the "non-standards" ones, in the mobile phase enables the enhancement of chiral separation methods in terms of enantioselectivity, resolution, analysis time, sample injection and sample solubility. Expand
Synthesis and application of immobilized polysaccharide-based chiral stationary phases for enantioseparation by high-performance liquid chromatography.
In this review, various immobilization methods of the polysaccharide derivatives are described and enantioseparations of various racemates on the immobilized commercial columns using the non-standard eluents are briefly summarized. Expand
Immobilized-type chiral packing materials for HPLC based on polysaccharide derivatives.
This review summarizes the latest studies on the development of the immobilized-type CPMs via the radical copolymerization and the polycondensation of the polysaccharide derivatives bearing small amounts of vinyl groups and alkoxysilyl groups, respectively. Expand
Enantioanalysis of Tertatolol in Plasma and Pharmaceutical Formulations with Immobilized Polysaccharide-Derived HPLC Chiral Column at Nano-detection Level
Abstract A sensitive and selective high performance liquid chromatography (HPLC) method has been developed for the simultaneous determination of tertatolol enantiomers in plasma and pharmaceuticalExpand
Chiral separations with crosslinked cellulose derivatives attached onto hybrid silica monolith particles via the thiol-ene click reaction.
A hybrid silica monolith containing vinyl groups was synthesized by a sol-gel method, and then ground and treated, yielding silica particles that were able to effectively separate various enantiomers with different mobile phases. Expand


Preparation of the chemically bonded cellulose phenylcarbamates chiral stationary phases for the separation of enantiomers
Phenylcarbamates of cellulose (CTPC) were chemically bonded to S-aminopropyl silica gel with 4,4'-diphenylmethane diisocyanate as a spacer through the carboxyl of the glucose unit of cellulose. TheirExpand
Optical resolution of alpha-alkyl phenyl acetonitriles by HPLC on cellulose triacetate chiral stationary phases coated on underivatized silica gel
It was observed that the concentration of the coating solvent of phenol in dichloromethane plays an important role in the resolution of the solutes. Expand
Covalently bonded polysaccharide derivatives as chiral stationary phases in high-performance liquid chromatography.
Polysaccharide derivatives have been extensively used as chromatographic chiral selectors in chiral stationary phases (CSPs) for the separation of enantiomers by HPLC, but they are only compatible with a limited choice of solvents, which limits their applicability. Expand
Chiral Stationary Phases for HPLC: Cellulose Tris(3,5-dimethylphenylcarbamate) and Tris(3,5-dichlorophenylcarbamate) Chemically Bonded to Silica Gel∗
Abstract Cellulose was bonded chemically to 3-aminopropyl silica gel with diisocyanates and then allowed to react with a large excess of 3,5-dimethylphenyl- or 3,5-dichlorophenylisocyanate. OpticalExpand
Bonded cellulose-derived high-performance liquid chromatography chiral stationary phases: III. Effect of the reticulation of the cellulose derivative on performance
Abstract The influence of the reticulation of a mixed 10-undecenoyl/3,5-dimethylphenylaminocarbonyl derivative of cellulose on the enantioselectivity of several high-performance liquid chromatographyExpand
A New Chemically Deactivated Silica-Based Reverse Phase/Ion Exchange Support
Abstract A new base-deactivated reverse phase chromatographic medium is described. Basic ligands have been incorporated into the silica matrix to interact with the free silanol groups, to supressExpand
Polysaccharide-based chiral stationary phases for high-performance liquid chromatographic enantioseparation.
  • E. Yashima
  • Chemistry, Medicine
  • Journal of chromatography. A
  • 2001
Recent developments of polysaccharide-based chiral stationary phases (CSPs) for the direct separation of enantiomers in high-performance liquid chromatography (HPLC) are mainly reviewed together withExpand
Band broadening in high-performance liquid chromatographic separations of enantiomers with swollen microcrystalline cellulose triacetate packings: I. Influence of capacity factor, analyte structure, flow velocity and column loading
Abstract The peak dispersion in high-performance liquid chromatographic columns packed with swollen crystalline cellulose triacetate was investigated as a function of the capacity factors of theExpand
Chiral packing materials for high-performance liquid chromatographic resolution of enantiomers based on substituted branched polysaccharides coated on silica gel.
The preparation of amylopectin-based chiral stationary phases coated on an achiral support, according to a process similar to that reported for substituted cellulose or amylose carbamate derivatives,Expand
3,5-Dimethylphenylcarbamates of cellulose and amylose regioselectively bonded to silica gel as chiral stationary phases for high-performance liquid chr
3,5-Dimethylphenylcarbamates of amylose (ADMPC) (1) and cellulose (CDMPC) (2) chemically bonded to 3-aminopropylsilica gel were prepared with 4