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  • 1
    Electronic Resource
    Electronic Resource
    New York, NY [u.a.] : Wiley-Blackwell
    Chirality 8 (1996), S. 58-66 
    ISSN: 0899-0042
    Keywords: molecular mechanics ; HPLC ; chiral separation ; methylphenobarbitone ; hexobarbitone ; ibuprofen ; mandelic acid ; ephedrine ; pseudoephedrine ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: β-Cyclodextrin and its derivatives have been utilised to effect chiral separation in HPLC and CZE, both as stationary phases and mobile phase additives. The basis of the method is assumed to depend upon the formation of inclusion complexes of differing stabilities between enantiomeric analytes and the cyclodextrin, resulting in a differential dynamic distribution between chromatographic phases. In this study, force field calculations have been employed to model the inclusion complexes of enantiomeric brompheniramine, ephedrine, pseudoephedrine, ibuprofen, mandelic acid, methylphenobarbitone, and hexobarbitone with β-cyclodextrin. The resulting values for Δ(ΔH), the difference in enthalpy of complex formation between enantiomeric pairs has been compared with literature chromatographic data to explain the ability of the systems to achieve enantiomeric separations. © 1996 Wiley-Liss, Inc.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: An IR spectroscopic study of the hydrogen bonding of Bu3N+N-C≡N with 4-fluorophenol showed that the site of complexation is the nitrogen of the nitrile function. THe formation constant of the 1:1 complex in CCl4 indicates that this cyanamidate is a stronger hydrogen-bond base than is any nitrile, amine or pyridine. The Bu3N+-N- group increases the basicity of the nitrile group very efficiently because of the conjugation of two lone pairs on the anionic nitrogen with the π systems of the cyano group. This conjugation is also exemplified by the very low ν(C≡N) wavenumber (2104 cm-1).
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 3
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 449-451 
    ISSN: 0947-3440
    Keywords: Cyclophanes, multifunctionalized ; Auxiliaries, chiral ; Metalation, ortho-directed ; Fries rearrangement ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: For the preparation of the title compound, 4-hydroxy[2.2]paracyclophane (1) is first converted to the carbamate 2. Metalation of 2 with sec-butyllithium yields an ortho-anion which after trapping with dimethylformamide and acidic work-up provides 6 in 64% yield. Further application of the cyclophane anion include its capture by trimethylsilyl chloride to the trimethylsilyl derivative 3 (76%) and its Fries rearrangement to the phenol 4 (78%). The spectroscopic and analytical data of the new compounds are described in full detail.
    Type of Medium: Electronic Resource
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