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  • Analytical Chemistry and Spectroscopy  (5)
  • Enantioselective GC  (1)
  • 1
    ISSN: 0935-6304
    Keywords: Enantioselective gas chromatography ; Cyclodextrin derivatives ; Polychlorinated pesticides ; Polychlorinated biphenyls (PCBs) ; Pyrethroid insecticides/Allethrin ; Organophosphorus pesticides/Acephate, Malaoxon ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantiomers of the polychlorinated polycyclic xenobiotics heptachlor, cis- and trans-chlordane, cis- and trans-heptachlorepoxide, oxychlordane, and bromocyclen have been resolved by gas chromatography with selectively substituted cyclodextrins. The order of elution of these compounds and of α-hexachlorocyclohexane (α-HCH) was determined by comparison with enantiomerically enriched reference compounds obtained by preparative enantioselective gas chromatography.A separation of the eight stereoisomers of the pyrethroid insecticide allethrin into seven peaks was achieved. Both trans-diastereomers were separated into their enantiomers and the order of elution could be determined by comparison with commercially available (S)-bioallethrin and trans-bioallethrin. Also one cis-diastereomer was separated, wheras the other cis-isomer could not be resolved. In addition 15 out of 19 stable atropisomeric polychlorinated biphenyls with 5, 6 and 7 chlorine substituents, some chiral organophosphorus pesticides, including acephate and malaoxon and the herbicide bromoacil were separated.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 16 (1993), S. 175-181 
    ISSN: 0935-6304
    Keywords: Enantioselective gas chromatography ; 2,6-di-O-methyl-3-O-pentyl-β- and y-cyclodextrins ; α and β hydroxy acids ; Branched carboxylic acids ; Non-steroidal anti-inflammatory drugs ; Abscisic Acid ; Epoxides ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The wide range of application of 2,6-di-O-methyl-3-O-pentyl-β-and y-cyclodextrins is demonstrated by the resolution of the enantiomers of the methyl esters of chiral carboxylic acids: α and β hydroxy acids with up to 18 carbon atoms, hydroxy di- and tricarboxylic acids, and alkyl/aryl-substituted carboxylic acid methyl esters, including the plant hormone abscisic acid, insect juvenile hormones, and some non-steroidal anti-inflammatory drugs can be resolved with generally large separation factors. The new cyclodextrin derivatives also exhibit high selectivity for epoxides.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 16 (1993), S. 376-378 
    ISSN: 0935-6304
    Keywords: Resolution of atropisomers ; Alkylated biphenyls ; Polychlorinated biphenyls (PCBs) ; Dynamic gas chromatography ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Selectively alkylated cyclodextrins have been used to resolve the enantiomers of 2,2′ alkylated biphenyls. The configurational stability of 2,2′-dimethyl and 2,2′-diethyl biphenyls is insufficient for gas chromatographic separation even at ambient temperature. 2-Isopropyl-2′-t-butyl- and 2,2′-di-t-butylbiphenyl are configurationally stable under the conditions applied, whereas 2,2′-diisopropyl- and 2,2′-bis(trifluoromethyl)biphenyl show temperature-dependent interconversion of the enantiomers during chromatography. The gas chromatographic separation of the enantiomers of some ortho trichlorinated biphenyls carrying 4, 5, and 6 chlorine substituents has been demonstrated for the first time.
    Additional Material: 3 Ill.
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  • 4
    ISSN: 0935-6304
    Keywords: Enantioselective gas chromatography ; Two-dimensional GC ; Essential oils ; Lavandulol ; α-Bisabolol ; Nerolidol ; Methyl jasmonate ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: New β- and γ-cyclodextrin derivatives, selectively substituted with n-pentyl and methyl groups, e.g. heptakis(2,6-di-O-methyl-3-O-pentyl)-β-cyclodextrin, octakis(2-O-methyl-3,6-di-O-pentyl)-γ-cyclodextrin, and octakis(2,6-di-O-methyl-3-O-pentyl)-γ-cyclodextrin, have been prepared from specifically protected intermediates. The new cyclodextrin derivatives exhibit unique enantioselectivity towards important chiral constituents of essential oils. The enantiomers of lavandulol, α-bisabolol, nerolidol, and other terpenoid alcohols could be resolved and their presence in different essential oils could be proved. Methyl jasmonate and epi-methyl jasmonate could, in addition, be detected in jasmine concrete by two-dimensional gas chromatography. The enantiomers of the macrocyclic ketone muscone have been separated for the first time.
    Additional Material: 8 Ill.
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  • 5
    ISSN: 0935-6304
    Keywords: Enantioselective GC ; Sesquiterpene hydrocarbons ; Cyclodextrin derivatives ; Essential oils ; Liverworts ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A number of sesquiterpene hydrocarbons commonly occurring in essential oils has been prepared as racemic mixtures by chemical synthesis. Preparative gas chromatography with selectively per-O-alkylated cyclodextrins has been employed for the isolation of enantiomeric mixtures or pure enantiomers from the essential oils of higher plants and liverworts (Hepaticae). The enantiomers of α-curcumene, α- and β-bisabolene, β-elemene, δ-elemene, α-copaene, δ-cadinene, cis- and trans-calamenene, and bicyclogermacrene could be resolved by enantioselective gas chromatography on capillary columns coated with cyclodextrin derivatives. The enantiomeric composition of these sesquiterpene hydrocarbons in various essential oils was determined.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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