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  • 1
    Electronic Resource
    Electronic Resource
    Theoretical study of enantiodifferentiation in solid state cyclodextrins (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 5 (1993), S. 51-57 
    Details
    ISSN: 0899-0042
    Keywords: molecular mechanic ; guest-host cyclodextrin complexes ; enantiodiscriminating forces ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A molecular mechanics investigation of R- vs. S-phenylethanol, R- vs. S-mandelic acid, R- vs. S-flurbiprofen, and R- vs. S-fenoprofen in their cyclodextrin crystal environments was undertaken. It was found that the dominant force responsible for guesthost complexation is the short-range London force; the enantiodiscriminating forces tend to be very small and are generally, but not always, dominated by long-range electrostatic contributions. Derivatized cyclodextrins are generally more enantiodiscriminating than native cyclodextrins, perhaps due to exterior rather than interior guest-host binding. © 1993 Wiley-Liss, Inc.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530050202
    Library Location Call Number Volume/Issue/Year Availability
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    ENANTIOSELECTIVE BINDING IN GAS CHROMATOGRAPHY:A COMPUTATIONAL STUDY OF CHIRAL SELECTION BYPERMETHYL-β-CYCLODEXTRIN (1997)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 10 (1997), S. 311-322 
    Details
    ISSN: 0894-3230
    Keywords: enantioselective binding ; gas chromatography ; chiral selection ; permethyl-β-cyclodextrin ; Chemistry ; Theoretical, Physical and Computational Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: ---Stochastic molecular dynamics simulations were used to determine the enantiomer retention orders of moderately polar analytes binding to permethylated β-cyclodextrin, a popular chiral stationary phase used in gas chromatography. It is found that averaging over multiple trajectories, each of which are lengthy, is required to faithfully reproduce experiment. From the simulations we find the major binding domain to be the interior of the macrocycle rather than the exterior with most analytes having a preference for associating to the primary rim rather than to the secondary rim. It is also found that the intermolecular forces responsible for holding the complexes together are the short range dispersion forces, and that the enantiodifferentiating forces of the competing diastereomeric complexes are dominated by the van der Waals contributions to the intermolecular energy. © 1997 John Wiley & Sons, Ltd.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
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