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  • 1
    Electronic Resource
    Electronic Resource
    Separation of N-arylthiazoline-2-(thi)-one atropisomers on p-methylbenzoyl cellulose beads: A factorial design approach (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 5 (1993), S. 207-212 
    Details
    ISSN: 0899-0042
    Keywords: chiral HPLC ; solvent effect ; quantitative substituent effects ; molecular recognition mechanism ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A two level full factorial design has been applied to quantify the effect of three selected structural parameters on the capacity factors and chiral separation of atropisomers in N-arylthiazoline-2-(thi)-ones derivatives on tris(p-methylbenzoyl) cellulose beads. The behavior of the two enantiomers is influenced by different factors which might result from different retention sites within the same stationary phase. It appears that the two enantiomers behave independently on the CSP, the order of elution and separation being controlled by a minor steric modification in a very precise location in the molecule for one enantiomer. The methodology of the experimental design allows the comparison of equations generated from data issued from designed compounds. These equations afford much more information than the step by step comparison of individual molecules. In our case, the tris(p-methylbenzoyl)cellulose beads and microcrystalline cellulose triacetate appear as complementary CSPs for the resolution of atropisomers of the series studied. © 1993 Wiley-Liss, Inc.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530050403
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  • 2
    Electronic Resource
    Electronic Resource
    CHIRBASE, a graphical molecular database on the separation of enantiomers by liquid-, supercritical fluid-, and gas chromatography (1993)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 5 (1993), S. 213-219 
    Details
    ISSN: 0899-0042
    Keywords: enantiomer separation ; chiral recognition ; substructure search ; chemical information ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In order to cope with the increasing number of publications on the separation of enantiomers by chromatography on a chiral stationary phase, the graphical molecular database CHIRBASE was created. In the present state, the database package covers information (structural, bibiographic, and chromatographic data) on liquid-, supercritical fluid-, and gas chromatography; other methods will follow. CHIRBASE, running on the MDL software Chembase®, meets the requirements of contemporary information management in the chemical and pharmaceutical industry. (Detailed information including a demo-version of each part of CHIRBASE can be obtained from the authors on request.) © 1993 Wiley-Liss, Inc.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530050404
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Effects of alkyl substituents on chiral separation of N-arylthiazolin-2-(thi)-one atropisomers on tris (p-methylbenzoyl)cellulose beads and cellulose triacetate: Lipophilicity aspects (1994)
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 6 (1994), S. 251-260 
    Details
    ISSN: 0899-0042
    Keywords: chiral HPLC ; experimental design ; quantitative substituent effects ; recognition mechanism ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The determination of lipophilicity of the title compounds allowed treatment of the data for chiral separation (capacity factors) on CTA and CTPB according to these parameters. A linear correlation between In k′(+) and log k′w was found on both CTA and CTPB, as far as the substituents are situated in the plane of the aryl ring or the heterocycle. This correlation with a nonchiral descriptor allows treatment of capacity factors for (-)-enantiomers as deviations from the lipophilicity line or derived parallels. It results in a clear description of the molecular area affecting enantioselectivity. Application to larger alkyl derivatives shows that the effect of the substituent should be treated on a basis of attractive effect in the case of CTA and on the basis of attractive and repulsive effects for CTPB. © 1994 Wiley-Liss, Inc.
    Additional Material: 10 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/chir.530060407
    Library Location Call Number Volume/Issue/Year Availability
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    Paper (German National Licenses)
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