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  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Chromatographia 40 (1995), S. 9-14 
    ISSN: 1612-1112
    Keywords: Column liquid chromatography ; Porous graphite ; Chiral stationary phase ; Copper complexation chromatography ; Amino acids ; Hydroxy acids ; Adsorbed stationary phases
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A new type of chiral stationary phase has been prepared by coating porous graphite with a near-monolayer of an adsorbed enantiomeric modifier which then acts as an adsorbed stationary phase. The most effective modifiers are L- or D-isomers of N-(2-naphthalene-sulphonyl)-phenylalanine (NS-Phe). Conveniently 80% of monolayer coverages, corresponding to 1.2 μmol m−2, are achieved by adsorption of NS-Phe from methanolic solution. Enantiomeric separations by complexation with cupric ion show base-line resolution of α-amino and α-hydroxy acids with separation factors up to 2. Identical separations are achieved with chiral phases made from the L- and D-isomers of NS-Phe except that the elution orders of enantiomers are inverted. Reduced plate heights are around 5 and the adsorbed chiral phases are extremely stable, retention ratios being unchanged after passage of 7000 column volumes of eluent. A mechanism of retention is proposed, which fits the experimental observations.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1612-1112
    Keywords: Column liquid chromatography ; Retention mechanism ; Donor-acceptor complex ; Molecular interactions
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary Charge-transfer interactions are often assumed to be dominant among the noncovalent interactions that govern the solute retention in electron donor-acceptor chromatography. This popular view, however, has been called into question by recent studies that suggest an important role for electrostatic interactions in the formation of donor-acceptor complexes. We reported here an experimental investigation concerning the question as to whether charge-transfer or electrostatic interactions are the driving force for solute retention in donor-acceptor chromatography. Using three chromatographic systems composed of a dinitrobenzene derived stationary phase and a hexane based mobile phase, we determined retention factors for a range of aliphatic and aromatic hydrocarbons and correlated them with molecular properties that describe the solute's dispersion, charge-transfer, and electrostatic characteristics. It was found that the molecular polarizability and ionization potential give either very poor or no correlation with solute retention whereas the molecular quadrupole moment is a linear function of the logarithmic retention factor. These results were interpreted as showing that electrostatic, rather than charge-transfer or dispersion, interactions play a major role in determining solute retention. The dominance of the electrostatic interactions over the other noncovalent interactions was discussed in terms of distance dependency of the interaction energy.
    Type of Medium: Electronic Resource
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