Mixed chiral stationary phase containing modified resorcinarene and β-cyclodextrin selectors bonded to a polysiloxane for enantioselective gas chromatography

Ruderisch, Alexander; Pfeiffer, Jens; Schurig, Volker

doi:10.1016/s0021-9673(03)00423-0

Cited by 43 publications

(21 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The two CSPs Chirasil-Calixval [42,43] and Chirasil-β-Dex [91] were bonded to poly(dimethylsiloxane) to furnish Chirasil-Calixval-Dex [160,161]. 2.…”

Section: Mixed Chiral Stationary Phases Comprising Diamides and Modifmentioning

confidence: 99%

Separation of Enantiomers by Gas Chromatography on Chiral Stationary Phases

Schurig

2010

Chiral Separation Methods for Pharmaceutical and Biotechnological Products

Self Cite

View full text Add to dashboard Cite

“…The two CSPs Chirasil-Calixval [42,43] and Chirasil-β-Dex [91] were bonded to poly(dimethylsiloxane) to furnish Chirasil-Calixval-Dex [160,161]. 2.…”

Section: Mixed Chiral Stationary Phases Comprising Diamides and Modifmentioning

confidence: 99%

Separation of Enantiomers by Gas Chromatography on Chiral Stationary Phases

Schurig

2010

Chiral Separation Methods for Pharmaceutical and Biotechnological Products

Self Cite

View full text Add to dashboard Cite

“…24,25 The completion of the reaction was monitored by observation of the disappearing of the olefinic signals in NMR spectra.…”

Section: Hydrosilylationmentioning

confidence: 99%

“…This approach was demonstrated on the example of Chirasil-b-Dex-Calix-L-Val (DLV), where permethylated-bcyclodextrin (D) and resorcinarene-L-valine-tert-butyl amide (LV) have been bonded simultaneously to a hydromethyldimethylpolysiloxane. 21,24 In the most simple case, only one of the two selectors effects enantiodiscrimination. If both selectors display a given enantiodiscrimination potential toward a pair of enantiomers, this can result in either compensation (mismatched case: unfavorable) or enhancement (matched case: favorable).…”

mentioning

confidence: 99%

Combining the enantioselectivity of a cyclodextrin and a diamide selector in a mixed binary gas‐chromatographic chiral stationary phase

2005

Self Cite

View full text Add to dashboard Cite

The present work reports on the investigation of a mixed binary chiral stationary phase (CSP) prepared by simultaneous attachment of permethylated-bcyclodextrin (D selector) and resorcinarene with pendant L -or D-valine diamide groups (LV and DV selectors, respectively) to a polysiloxane matrix via platinum-catalyzed hydrosilylation. The gas-chromatographic investigation of a number of racemates on the four different CSPs (D, DV, DDV, and DLV) showed that the enantioselectivity of the individual chiral selectors was retained in the mixed binary CSPs. As a consequence, hydrocarbons, underivatized alcohols, ketones, and almost all proteinogenic amino acid derivatives could be separated simultaneously on each of the mixed CSPs. Matched and mismatched cases of enantioseparation on the mixed binary CSPs were observed but turned out to be of minor importance for enantiomeric separation. In general, more racemates were separated with a z 1.02 on the mixed phases as compared to the single phases. In order to analyze the influence of the presence of the diamide selector on the enantioselectivity of the cyclodextrin selector, a mixed ternary CSP containing the selector D and a racemic mixture of the selectors DV and LV [D(DVLV)] was prepared and investigated. Merits and limitations of the approach of mixed binary CSPs are discussed.

show abstract

“…In the past decades, some advancement has been made by grafting specific side chains or groups onto PMS in order to create tailored PMS for specific purposes. Publications available include allhydrocarbon liquid crystalline polysiloxane polymer [1], L-Valine diamide and permethylated cyclodextrin polysiloxane polymer [2], polysiloxanes with pendant handbasket type calixarene stationary phases [3], and mixed chiral stationary phase containing modified resorcinarene and beta-cyclodextrin selectors bonded to a polysiloxane [4]. Our group has also previously reported side-chain liquid crystalline polysiloxane containing crown ether [5,6].…”

Section: Introductionmentioning

confidence: 99%

Separation Characteristics of Ionic Liquids Grafted Polymethylsiloxanes Stationary Phases for Capillary GC

Wei

2011

Chromatographia

View full text Add to dashboard Cite

Ionic liquids (ILs) grafted polymethylsiloxane (PMS) stationary phases (IL-PMS) for capillary gas chromatography (CGC) are described. The stationary phases were synthesized by grafting 1-vinyl-3-hexylimidazolium (VHIm) with either NTf 2 -or PF 6 -anion to poly(methylhydrosiloxane) (PMS-VHIm-NTf 2 , PMS-VHIm-PF 6 ) and coated statically onto fused-silica capillary columns. Separation characteristics of the stationary phases involving Abraham solvation parameters, separation ability and thermal stability were investigated. The obtained solvation parameters reveal that both IL-PMS stationary phases exhibited unique intermolecular interactions compared with either ILs or PMS due to the synergistic effect of ILs and PMS chemically combining together. The separation performance of the IL-PMS stationary phases was investigated by a Grob mixture and a complex mixture of 26 compounds of different types. The results show that the present stationary phases exhibit excellent resolution and selectivity for the analytes of interest with narrow and symmetric peak shapes. Thermal stability was also investigated by column bleed profiles with satisfactory results. The satisfactory chromatographic performance and thermal stability of the IL-PMS stationary phases suggest their great potential as a new type of CGC stationary phases.

show abstract

Mixed chiral stationary phase containing modified resorcinarene and β-cyclodextrin selectors bonded to a polysiloxane for enantioselective gas chromatography

Cited by 43 publications

References 14 publications

Separation of Enantiomers by Gas Chromatography on Chiral Stationary Phases

Separation of Enantiomers by Gas Chromatography on Chiral Stationary Phases

Combining the enantioselectivity of a cyclodextrin and a diamide selector in a mixed binary gas‐chromatographic chiral stationary phase

Separation Characteristics of Ionic Liquids Grafted Polymethylsiloxanes Stationary Phases for Capillary GC

Contact Info

Product

Resources

About