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  • Cyclodextrins  (2)
  • Polychlorinated pesticides  (2)
  • 2,8-dimethyl-1,7-dioxaspiro[5.5]undecane  (1)
  • cyclodextrin derivatives
  • 1990-1994  (6)
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  • 1
    Digitale Medien
    Digitale Medien
    Andrena wilkella male bees discriminate between enantiomers of cephalic secretion components (1990)
    Springer
    Journal of chemical ecology 16 (1990), S. 429-441 
    Details
    ISSN: 1573-1561
    Schlagwort(e): Enantiomer discrimination ; male patrolling ; odor marking ; Hymenoptera ; Apoidea ; Andrena wilkella ; bee ; EAG ; spiroacetal ; absolute configuration ; 2,8-dimethyl-1,7-dioxaspiro[5.5]undecane
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Biologie , Chemie und Pharmazie
    Notizen: Abstract Diastereomers of the spiroacetal, 2,8-dimethyl-1,7-dioxaspiro [5.5]undecane, represent main components of the cephalic secretion from males of the solitary bee,Andrena wilkella. The major compound proved to be of high enantiomeric purity, showing (2S,6R,8S) configuration. Only the naturally occurring enantiomer attracted patrolling males in the field; its antipode was behaviorally inactive and in a racemic mixture did not inhibit response. The (E,Z) diastereomers were also found to be almost inactive. EAG studies gave the same result as the behavioral tests. The biological function of the spiroacetal is discussed in view of the evolution of the mating behavior inA. wilkella.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF01021775
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  • 2
    Digitale Medien
    Digitale Medien
    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
    Schlagwort(e): Enantioselective gas chromatography ; Cyclodextrin derivatives ; Polychlorinated pesticides ; Polychlorinated biphenyls (PCBs) ; Pyrethroid insecticides/Allethrin ; Organophosphorus pesticides/Acephate, Malaoxon ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Zusätzliches Material: 10 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240171209
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  • 3
    Digitale Medien
    Digitale Medien
    Diluted versus undiluted cyclodextrin derivates in capillary gas chromatography and the effect of linear carrier gas velocity, column temperature, and length on enantiomer separation (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Journal of Microcolumn Separations 5 (1993), S. 35-40 
    Details
    ISSN: 1040-7685
    Schlagwort(e): Enantiomers ; gas chromatography ; cyclodextrin derivatives ; temperature dependence ; capillary columns ; selectivity ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: The effect of dilution of the chiral stationary phase octakis (3-O-butyryl-2, 6-di-O-pentyl)-γ-cyclodextrin in the achiral polysiloxane OV-1701 on the separation factor was investigated over a wide concentration range. The loss in enantioselectivity was only negligible down to a dilution of 50% (w/w), since the separation factor vs. concentration curves levels off at higher concentrations. Because of the strong temperature dependence of the separation factors, the properties of short columns (10 m and 4.5 m) were evaluated. These short columns, which allow operation at low temperatures and lead to enhanced separation factors were found to be appropriate for the separations of simple mixtures, because the gain in selectivity exceeded the loss in separation efficiency. For complex mixtures, the higher efficiencies of columns of at least 25 m in length were still necessary. A plot of In α vs. 1/T did not yield straight lines, but showed a significant curvature, leading to considerable relative errors if thermodynamic data were derived from these plots.
    Zusätzliches Material: 8 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/mcs.1220050105
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  • 4
    Digitale Medien
    Digitale Medien
    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
    Schlagwort(e): 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
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Zusätzliches Material: 11 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240140804
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  • 5
    Digitale Medien
    Digitale Medien
    Cyclodextrins as chiral stationary phases in capillary gas chromatography. Part VII: Cyclodextrins with an inverse substitution pattern - synthesis and enantioselectivityPart VI, see reference [6]. (1990)
    Weinheim : Wiley-Blackwell
    Journal of High Resolution Chromatography 13 (1990), S. 702-707 
    Details
    ISSN: 0935-6304
    Schlagwort(e): Enantioselective capillary gas chromatography ; Cyclodextrins ; Inverse substitution pattern ; Mechanism of chiral recognition ; Applications ; Chemistry ; Analytical Chemistry and Spectroscopy
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Transferring the site of specific substitution of dipentylated cyclodextrins with methyl or acyl residues from the secondary 3-hydroxyl group to the primary 6-hydroxyl group was expected to provide new information on the mechanism of chiral recognition. The 3-position points towards and the 6-position points away from the cyclodextrin cavity which via inclusion complex formation is supposed to play a major role in chiral separation. The “inverse” 6-O-acyl-2,3-di-O-pentyl-cyclodextrins displayed almost no enantioselectivity but the corresponding 6-O-methyl derivatives are a versatile supplement to the chiral capillary GC phases nowadays available. Among the compounds that could be enantiomerically resolved are alcohols, amino acids, alkyl halides, bicyclic ethers, acetals, olefins, other hydrocarbons and chiral pharmaceuticals.
    Zusätzliches Material: 9 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/jhrc.1240131010
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  • 6
    Digitale Medien
    Digitale Medien
    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
    Schlagwort(e): Host-guest complexes ; Molecular-dynamics (MD) simulation ; Enantioselective gas chromatography ; Cyclodextrins ; Chemistry ; Inorganic Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: 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.
    Zusätzliches Material: 9 Ill.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1002/cber.19941270120
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