Ordered mesoporous silica functionalized with β-cyclodextrin derivative for stereoisomer separation of flavanones and flavanone glycosides by nano-liquid chromatography and capillary electrochromatography

Silva, Mariana; Pérez‐Quintanilla, Damián; Morante‐Zarcero, Sonia; Sierra, Isabel; Marina, Marı́a Luisa; Aturki, Zeineb; Fanali, Salvatore

doi:10.1016/j.chroma.2017.02.012

Cited by 41 publications

(26 citation statements)

References 45 publications

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“…OMSs initiated by Kresge et al . have wide applications in many domains, such as catalysis, separations, and adsorption, because of their superior and adjustable specific surface areas, mesopore volumes, and pore diameters. A tungsten complex, which is an efficient catalyst for the oxidation of olefins, was immobilized on silica to form metal‐incorporated mesoporous materials.…”

Section: Introductionmentioning

confidence: 99%

Tungsten doped mesoporous SBA‐16 as novel heterogeneous catalysts for oxidation of cyclopentene to glutaric acid

Jin

Zhang

Guo

et al. 2018

Applied Organom Chemis

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Novel heterogeneous tungsten species in mesoporous silica SBA-16 catalysts based on ship-in-a-bottle methodology are originally reported for oxidizing cyclopentene (CPE) to glutaric acid (GAC) using hydrogen peroxide (H 2 O 2 ). For all W-SBA-16 catalysts, isolated tungsten species and octahedrally coordinated tungsten oxide species are observed while WO 3 crystallites are detected for the W-SBA-16 catalysts with Si/ W = 5, 10, and 20. The specific surface areas and the corresponding total pore volumes decrease significantly as increasing amounts of tungsten incorporated into the pores of SBA-16. Using tungstensubstituted mesoporous SBA-16 heterogeneous catalysts, high yield of GAC (55%) is achieved with low tungsten loading (for Si/W = 30,~13 wt%) for oxidation of CPE. The W-SBA-16 catalysts with Si/W = 30 can be reused five times without dramatic deactivation. In fact, low catalytic activity provided by bulk WO 3 implies that the highly distributed tungsten species in SBA-16 and the steric confinement effect of SBA-16 are key elements for the outstanding catalytic performance.

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Section: Introductionmentioning

confidence: 99%

Tungsten doped mesoporous SBA‐16 as novel heterogeneous catalysts for oxidation of cyclopentene to glutaric acid

Jin

Zhang

Guo

et al. 2018

Applied Organom Chemis

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“…Silva et al. prepared another chiral stationary phase by the immobilization of a β‐CD derivative onto the surface of amino‐functionalized spherical ordered mesoporous silica. The CSP was packed into fused silica capillaries 100 μm ID and evaluated by means of CLC and CEC using model compounds for the enantio‐ and the diastereomeric separation.…”

Section: Column Techniquementioning

confidence: 99%

Recent advances in microscale separation

et al. 2017

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Recent advances in microscale separationThis review focuses on the recent advances on microscale separation technology, particularly on the new development on column and detection technologies in electrophoretic and chromatographic separation modes (i.e., CE, CEC, cLC, etc.). Representative examples illustrate also applications on the small molecules, peptides, proteins, polysaccharides, chiral and so on. 246 relevant articles are cited covering the literature published

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“…It is well known that enantiomers of a chiral drug compound can produce different potencies, toxicity, and behavior in biological systems . Development of new chiral stationary phases (CSPs) possessing high enantioselectivity for efficient chiral separations of chiral drug compounds is still an active and important field in HPLC . Due to the special spatial structure and properties of native β‐cyclodextrin (β‐CD) and its derivatives, the β‐CD‐based CSPs play important roles in the separation of chiral drugs .…”

Section: Introductionmentioning

confidence: 99%

Preparation and evaluation of partially‐substituted 3‐chloro‐4‐methylphenylcarbamate‐β‐cyclodextrin bonded silica particles as chiral stationary phase for multi‐mode HPLC

Meng

et al. 2019

Separation Science Plus

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3‐Chloro‐4‐methylphenylcarbamate‐(3‐(2‐O‐β‐cyclodextrin)‐2‐hydroxypropoxy)‐propylsilyl‐appended silica particles (CMP‐CD‐HPS), a new type of partially‐substituted cyclodextrin‐bonded phase, have been successfully synthesized and applied as a chiral stationary phase in high‐performance liquid chromatography under multi‐mode conditions including normal phase, reversed phase, and polar organic mobile phase conditions. Chemical characterization for the CMP‐CD‐HPS was carried out by elemental analysis. The chromatographic performance of CMP‐CD‐HPS‐packed column was evaluated by separating the positional isomers of nitrophenol and nitraniline and the enantiomers of some chiral drug compounds. The separation results show that CMP‐CD‐HPS exhibited excellent selectivity for separating the positional isomers of disubstituted benzenes and the enantiomers of the chiral drugs. The hydroxyl residues of partially‐substituted β‐cyclodextrin and the stable spacer linking to secondary hydroxyl site of the β‐cyclodextrin in the new CMP‐CD‐HPS phase play important roles in the chromatographic separations.

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Ordered mesoporous silica functionalized with β-cyclodextrin derivative for stereoisomer separation of flavanones and flavanone glycosides by nano-liquid chromatography and capillary electrochromatography

Cited by 41 publications

References 45 publications

Tungsten doped mesoporous SBA‐16 as novel heterogeneous catalysts for oxidation of cyclopentene to glutaric acid

Tungsten doped mesoporous SBA‐16 as novel heterogeneous catalysts for oxidation of cyclopentene to glutaric acid

Recent advances in microscale separation

Preparation and evaluation of partially‐substituted 3‐chloro‐4‐methylphenylcarbamate‐β‐cyclodextrin bonded silica particles as chiral stationary phase for multi‐mode HPLC

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