Carbamates of cellulose bonded on silica gel: Chiral discrimination ability as HPLC chiral stationary phases

  title={Carbamates of cellulose bonded on silica gel: Chiral discrimination ability as HPLC chiral stationary phases},
  author={L. Oliveros and A. Senso and P. Franco and C. Minguillón},
Four cellulose mixed 10-undecenoate/carbamate derivatives, simultaneously bearing 10-undecenoyl and variously substituted phenylaminocarbonyl groups, were chemically bonded on allylsilica gel. The study of the effect of these substitutions on the performance of the resulting chiral supports, and a comparison with the recently described 10-undecenoate/3,5-dimethylphenylcarbamate derivative, are presented. In this study heptane/2-propanol or heptane/chloroform mixtures were used as mobile phases… Expand
Mixed cellulose-derived benzoates bonded on allylsilica gel as HPLC chiral stationary phases: influence of the introduction of an aromatic moiety in the fixation substituent
Abstract Several mixed alkenoxybenzoyl/benzoates and 10-undecenoyl/benzoates of cellulose were fixed onto allylsilica gel by the radical coupling of double bonds. The introduction of an aromaticExpand
Chitosan derivatives as chiral selectors bonded on allyl silica gel: preparation, characterisation and study of the resulting high-performance liquid chromatography chiral stationary phases
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A new cellulose phenylcarbamate derivative having a vinyl group at the 6-position was synthesized and immobilized onto silica gel via radical copolymerization with styrene. The immobilization wasExpand
Cellulose 3,5-dimethylphenylcarbamate immobilized on silica A new chiral stationary phase for the analysis of enantiomers
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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
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This review discusses the use of immobilization methodologies, enantioselectivities, efficiencies, and a comparison of chiral recognition capabilities of coated vs. immobilized CSPs in the chiral resolution of various racemates by liquid chromatography. Expand
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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
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Three mixed 10-undecenoate/phenylcarbamate derivatives of β-cyclodextrin have been prepared and linked to allylsilica gel by means of a radical reaction, and the chiral recognition ability of the resulting materials was evaluated. Expand
Preparative HPLC resolution of the CIS cyclohexane analogs of phenylalanine.
The analytical resolution of different derivatives of cis c(6)Phe (cyclohexane analogs of phenylalanine) was tested by HPLC using the mixed 10-undecenoate/3,5-dimethylphenylcarbamate of amyloseExpand
Development of chiral stationary phases consisting of low-molecular-weight cellulose derivatives covalently bonded to silica gel
We prepared chiral supports whose chiral stationary phase (CSP), consisting of a low-molecular-weight cellulose derivative (degree ofpolymerization: 15), is covalently bonded to silica gel. TheExpand


Chiral Chromatographic Discrimination Ability of a Cellulose 3,5-Dimethylphenylcarbamate/10-Undecenoate Mixed Derivative Fixed on Several Chromatographic Matrices
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Four mixed 10-undecenoyl-3,5-dimethylphenylaminocarbonyl derivatives of cellulose, with an increasing proportion of alkenoyl groups, were synthesized and chemically bonded on allylsilica gel. TheExpand
Bonded cellulose-derived high-performance liquid chromatography chiral stationary phases. II. Influence of the porosity of the silica gel matrix on performance.
The systematic study of the effect of the silica gel pore size on the bonding of the polysaccharide derivative and on the performance of the resulting chiral supports is presented. Expand
Chromatographic resolution : XI. Controlled chiral recognition of cellulose triphenylcarbamate derivatives supported on silica gel
Abstract Cellulose triphenylcarbamate and eighteen mono- or disubstituted derivatives were adsorbed on silica gel and their chiral recognition abilities as stationary phases for high-performanceExpand
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
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Polysaccharides such as cellulose and amylose are the most accessible optically active polymers and can be readily modified to triesters and triscarbamates. In this review, triscarbamates of theExpand
Chiral Discrimination on Polysaccharides Derivatives
Chromatographic enantioseparations, particularly resolution by high-performance liquid chromatography (HPLC), have advanced considerably in the past decade, and have become a practically usefulExpand
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