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  • Enantioselective gas chromatography  (9)
  • Essential oils  (5)
  • cyclodextrin derivatives  (5)
  • Cyclodextrins  (2)
  • Polychlorinated pesticides  (2)
  • capillary zone electrophoresis  (2)
Collection
Keywords
Publisher
Years
  • 1
    Electronic Resource
    Electronic Resource
    A Molecular-Dynamics Simulation of the Complex Formation between Methyl (R)/(S)-2-Chloropropionate and Heptakis(3-O-acetyl-2,6-di-O-pentyl)-β-cyclodextrin (1994)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 119-126 
    Details
    ISSN: 0009-2940
    Keywords: Host-guest complexes ; Molecular-dynamics (MD) simulation ; Enantioselective gas chromatography ; Cyclodextrins ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The energies of complexation of methyl (R)/(S)-2-chloropropionate [(R)/(S)-2] with heptakis(3-O-acetyl-2,6-di-O-pentyl)-β-cyclodextrin (1) and the structures of the corresponding complexes were determined by molecular-dynamcis (MD) simulations at 300 and 333 K. The geometry of the complexes, the conformations of complexed and uncomplexed 1 and (R)/(S)-2 and the closest H-H distances between host and guest in the complexes were determined from the trajectories. The results correspond to the experimental findings from enantioselective gas chromatography.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19941270120
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  • 2
    Electronic Resource
    Electronic Resource
    Enantioselective capillary gas chromatography in the investigation of stereochemical correlations of terpenoids (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 10 (1998), S. 499-504 
    Details
    ISSN: 0899-0042
    Keywords: enantioselective capillary gas chromatography ; cyclodextrin derivatives ; stereochemistry of terpenes ; monoterpenes ; essential oils ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Capillary gas chromatography employing the unique selectivities of specifically substituted cyclodextrins is highly suited for stereochemical investigations of terpenoid compounds. The analysis of many essential oils have shown that monoterpene derivatives regularly occur as enantiomeric mixtures. In the case of sesquiterpene hydrocarbons, liverworts (Hepaticae) and other lower organisms usually biosynthesize compounds of opposite stereochemistry as compared to higher plants and enantiomeric mixtures occur only occasionally. The investigation of diterpene hydrocarbons has so far shown no indication of the presence of both enantiomers in the same plant. Chirality 10:499-504, 1998. © 1998 Wiley-Liss, Inc.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    New technique for the determination of interconversion processes based on capillary zone electrophoresis: Studies with axially chiral biphenyls (1996)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 8 (1996), S. 441-445 
    Details
    ISSN: 0899-0042
    Keywords: capillary zone electrophoresis ; axially chiral biphenyls ; energy barrier ; cyclodextrin derivatives ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A new technique is presented for the investigation of the rotational energy barrier of axially chiral biphenyls, based on capillary zone electrophoresis using cyclodextrin derivatives as chiral selectors. Only minute amounts are required for the investigation of dynamic processes with energy barriers of 100-130 kJ/mol. The influence of the chiral selector on the conformational stability of atropisomers can be determined separately for each enantiomer. Additionally, segmentation of the capillary into different buffer zones allows us to exclude any influence of the chiral selector on the rotational energy barrier. © 1996 Wiley-Liss, Inc.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Gas chromatographic enantiomer separation with modified cyclodextrins: Carboxylic acid esters and epoxides (1993)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 16 (1993), S. 175-181 
    Details
    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
    URL: http://dx.doi.org/10.1002/jhrc.1240160309
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  • 5
    Electronic Resource
    Electronic Resource
    Enantiomeric composition of the chiral constituents of essential oils. Part 2: Sesquiterpene hydrocarbons (1994)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 17 (1994), S. 315-320 
    Details
    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
    URL: http://dx.doi.org/10.1002/jhrc.1240170507
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  • 6
    Electronic Resource
    Electronic Resource
    Gas chromatographic enantiomer separation of agrochemicals and polychlorinated biphenyls (PCBs) using modified cyclodextrins (1994)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 17 (1994), S. 859-864 
    Details
    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
    URL: http://dx.doi.org/10.1002/jhrc.1240171209
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  • 7
    Electronic Resource
    Electronic Resource
    Enantiomeric composition of the chiral constituents of essential oils - part 3: Diterpene hydrocarbons (1997)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 20 (1997), S. 257-260 
    Details
    ISSN: 0935-6304
    Keywords: Enantioselective GC ; Diterpene Hydrocarbons ; Cyclodextrin derivatives ; Essential oils ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enantiomeric diterpene hydrocarbons were isolated from different plants and identified by mass spectrometric and NMR investigations. All enantiomeric pairs could be resolved by capillary gas chromatography using either heptakis(2,6-di-O-methyl-3-O-pen-tyl)-β-cyclodextrin or heptakis(6-O-tert-butyldimethylsilyl-2,3-di-O-methyl)-β-cyclodextrin as chiral stationary phases.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jhrc.1240200503
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  • 8
    Electronic Resource
    Electronic Resource
    Gas chromatographic enantiomer separation of agrochemicals using modified cyclodextrins (1991)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 14 (1991), S. 530-536 
    Details
    ISSN: 0935-6304
    Keywords: Capillary gas chromatography ; Heptakis(2-O-methyl-3,6-di-O-pentyl)-γ-cyclodextrin ; Mixed cyclodextrin derivatives ; Phenoxypropionic acid herbicides ; Polychlorinated pesticides ; Enantiomer separation of chlordane ; Organophosphorus pesticides ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The enantiomers of phenoxypropionic acid type herbicides have been resolved by capillary gas chromatography employing modified cyclodextrins as chiral stationary phases. Excellent separations were obtained with columns containing a 1:1 mixture of per-O-pentylated and per-O-methylated γ-cyclodextrin.The enantiomers of the methyl esters of mecoprop and dichlorprop were also resolved on octakis(3-O-butyryl-2,6-di-O-pentyl)-γ-cyclodextrin. On this phase the order of elution of the enantiomers was temperature-dependent, the elution order being reversed as the temperature passed through the isoenantioselective temperature. This is the first time such behavior has been observed with cyclodextrin derivatives.The enantiomers of the polychlorinated polycyclic pesticides cis- and trans-chlordane, oxychlordane, heptachlor, heptachlorepoxide, and three chiral organophosphorus pesticides could be resolved using selectively derivatized cyclodextrin derivatives.
    Additional Material: 11 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jhrc.1240140804
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  • 9
    Electronic Resource
    Electronic Resource
    Enantiomeric composition of the chiral constituents in essential oils. Part 1: Monoterpene hydrocarbons (1992)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 15 (1992), S. 184-189 
    Details
    ISSN: 0935-6304
    Keywords: Enantioselective gas chromatography ; Cyclodextrin derivatives ; Monoterpene hydrocarbons ; Essential oils ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Using a dual column gas chromatograph equipped with two capillary columns coated with heptakis(6-O-methyl-2,3-di-O-pentyl)-β-cyclodextrin (6-me-2,3-pe-β-CD) and octakis(6-O-methyl-2,3-di-O-pentyl)-γ-cyclodextrin (6-me-2,3-pe-γ-CD), respectively, all important olefinic monoterpene hydrocarbons occurring in essential oils, including α-thujene, α- and β-pinene, camphene, sabinene, α- and β-phellandrene, Δ-3-carene and limonene can be resolved into enantiomers. With the chromatographic system described the characteristic enantiomeric composition of these monoterpene hydrocarbons in essential oils can be determined.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jhrc.1240150310
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  • 10
    Electronic Resource
    Electronic Resource
    Stereochemical analysis of constituents of essential oils and flavor compounds by enantioselective capillary gas chromatography (1990)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 13 (1990), S. 328-332 
    Details
    ISSN: 0935-6304
    Keywords: Enantioselective gas chromatography ; Cyclodextrin derivatives ; Terpenoid hydrocarbons ; Chiral carbonyl compounds ; Flavor alcohols ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Modified cyclodextrins interact enantioselectively with a great variety of volatile chiral constituents of essential oils by forming diastereomeric inclusion complexes. Capillary gas chromatography is used for resolving the enantiomers of terpenoid hydrocarbons (camphene, α-pinene, limonene, α-phellandrene), carbonyl compounds (carvone, fenchone, menthone, isomenthone, piperitone, camphor, myrtenal), and alcohols (trifluoroacetylated β-citronellol, myrtenol, trans-pinocarveol, 1-octen-3-ol, and underivatized linalool). The enantiomeric composition of some of these compounds in a variety of essential oils is investigated.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jhrc.1240130507
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