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  • Asymmetric Michael addition  (1)
  • conformation  (1)
  • 1
    Digitale Medien
    Digitale Medien
    The conformational and binding properties of ethylbipyridinio-modifiedβ-Cyclodextrin using induced circular dichroism (1991)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 10 (1991), S. 443-451 
    Details
    ISSN: 1573-1111
    Schlagwort(e): Cyclodextrin ; ethyl viologen ; binding ability ; conformation ; steroidal guest ; complex
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The conformational and binding properties of mono-6-deoxy-6[4-(1-ethyl-4-pyridinio)-1-pyridinio]-β-cyclodextrin (1) in complex formation with some guest compounds were examined by induced circular dichroism (ICD) spectra in aqueous solution. Compound 1 showed much stronger binding ability for some guest compounds (1: 1 complexes), compared withβ-cyclodextrin (β-CDx) and a positively charged β-CDx [C-6-mono-pyridino-β-CDx (2)]. Marked conformational changes of1 (the spatial position of the ethyl viologen (C2V2+) group relative to the cavity in 1) were observed upon complex formation with some guests like 1-adamantanecarboxylic acid (ACA) and sodium cholate (SC).
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF01061075
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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  • 2
    Digitale Medien
    Digitale Medien
    Asymmetric michael addition of aromatic thiols to 2-cyclohexenone and maleic acid esters via formation of crystalline cyclodextrin complexes (1991)
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 11 (1991), S. 195-204 
    Details
    ISSN: 1573-1111
    Schlagwort(e): Asymmetric Michael addition ; thiol ; α,β-unsaturated carbonyl compound ; cyclodextrin complex
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The asymmetric Michael addition of aromatic thiols to 2-cyclohexenone and maleic acid esters has been carried out by utilizing their crystalline cyclodextrin complexes suspended in water. The best chiral induction, 30% enantiomeric excess (ee), was achieved in combinations of 2-cyclohexenone and octyl maleate with the crystalline β-cyclodextrin complex of benzenethiol (method A) to afford (S)-3-phenylthiocyclohexanone and (S)-octyl-2-phenylthiosuccinate, respectively, whereas the reaction of benzenethiol with 2-cyclohexenone included in β-cyclodextrin (method B) inversely induced the chiral recognition to give the (R)-adduct with 4–9% ee.
    Materialart: Digitale Medien
    URL: http://dx.doi.org/10.1007/BF01153302
    Bibliothek Standort Signatur Band/Heft/Jahr Verfügbarkeit
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