Novel cyclodextrin chiral stationary phases for high performance liquid chromatography enantioseparation: effect of cyclodextrin type.

Three novel chiral stationary phases (CSPs) were prepared by regioselective chemical immobilization of mono(6(A)-N-allylamino-6(A)-deoxy)perphenylcarbamoylated (PICD) α-, β-, and γ-cyclodextrins (CDs) onto silica support via hydrosilylation. Their enantioseparation properties in high performance liquid chromatography (HPLC) were evaluated with a large spectrum of racemates including flavanone compounds, β-adrenergic blockers, amines and non-protolytic compounds. The effect of CD's cavity size on enantioseparation abilities was studied and discussed.

Novel β-cyclodextrin chiral stationary phases with different length spacers for normal-phase high performance liquid chromatography enantioseparation.

Cyclodextrin and its derivatives are widely used as selectors of chiral stationary phases (CSPs) for high performance liquid chromatography (HPLC) due to their unique molecular structure and resolution capability. Three mono(6(A)-N-(ω-alkenylamino)-6(A)-deoxy)perphenylcarbamoylated β-cyclodextrin (PICD) based CSPs with different length spacers have been prepared, with their enantioseparation abilities evaluated with 10 model racemates including aromatic alcohols, flavanone compounds, amine and non-protolytic compounds under normal-phase conditions. The effect of spacer length and surface loading on the enantioseparation performance of CSPs is investigated herewith.

Enantioseparation on mono(6A-n-allylamino-6A-deoxy)permethylated 3-cyclodextrin covalently bonded silica gel.

A chiral selector, mono(6A-N-allylamino-6A-deoxy)permethylated beta-cyclodextrin, was synthesized through a facile synthetic route and chemically immobilized onto porous silica gel via hydrosilylation to afford a cyclodextrin based chiral stationary phase MeCD-CSP. This chiral stationary phase exhibited good enantioselectivity under standard HPLC conditions. The optimal resolution of 1-(p-bromophenyl)ethanol and bromopheniramine was achieved under normal-phase conditions using a mobile phase comprising n-hexane (hexane) and 2-propanol (IPA).

Preparation and enantioseparation characteristics of two chiral stationary phases based on mono(6(A)-azido-6(A)-deoxy)-perphenylcarbamoylated alpha- and gamma-cyclodextrin.

Two chiral stationary phases, ph-alpha-CD and ph-gamma-CD, were prepared from mono(6(A)-azido-6(A)-deoxy)perphenylcarbamoylated alpha- and gamma-cyclodextrin immobilized onto silica gel via the Staudinger reaction. The chromatographic characteristics of these two chiral stationary phases were evaluated. The influence of different cyclodextrins (CDs) on the enantioselectivities was also investigated in this study.

Preparation and chiral recognition of a novel chiral stationary phase for high-performance liquid chromatography, based on mono(6A-N-allylamino-6A-deoxy)-perfunctionalized beta-cyclodextrin and covalently bonded silica gel.

A novel chiral stationary phase (CSP) was prepared by immobilizing mono(6A-N-allylamino-6A-deoxy)-perphenylcarbamoylated beta-cyclodextrin onto the surface of silica gel via hydrosilylation. The chromatographic properties of this column were tested with a wide range of structurally diverse racemic compounds and drugs under reverse phases. Separation mechanisms involved are also discussed.