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  • X-ray diffraction  (1)
  • allose derivative  (1)
  • crystal structure determination  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Synthesis and X-ray crystal structure of 3-deoxy-3-fluoro-β-D-allopyranoside (1997)
    Springer
    Structural chemistry 8 (1997), S. 65-71 
    Details
    ISSN: 1572-9001
    Keywords: Fluorinated sugar ; X-ray diffraction analysis ; allose derivative ; conformation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The synthesis of a novel compound, 3-deoxy-3-fluoro-β-d-allopyranoside, is described. It involves blocking the 4- and 6-positions of allose to cause fluorination only at the 3-position. This six-step synthesis gave pure crystalline compound in a 5% overall yield. The crystal structure, determined by X-ray diffraction, confirmed the chemical formula and configuration of the product. It showed that the C-F bond isaxial, while the C-(OH) bonds areequatorial. The overall conformation of this fluoroallose is similar to that of allose (Acta Cryst.1984,C40, 1863) (with OH instead of F), but the packing in the two crystals is different in the region of C3, the site of chemical variation.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02272347
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  • 2
    Electronic Resource
    Electronic Resource
    Hydrogen bonding incis-2,3-epoxycyclooctanol (1997)
    Springer
    Structural chemistry 8 (1997), S. 149-154 
    Details
    ISSN: 1572-9001
    Keywords: Epoxide group ; hydrogen bonding ; hydrogen bonding to epoxide groups ; cyclooctane conformation ; X-ray diffraction ; cis-2,3-epoxycyclooctanol ; crystal structure determination ; cis-2,3-epoxycy-clooctanol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract Hydrogen bonding and the electron-withdrawing or electron-donating characteristics of substituent groups that are neighboring to epoxide groups can affect the reactivity of the epoxide ring. The crystal structure ofcis-2,3-epoxycyclooctanol has been determined as a saturated eight-membered ring compound in which a hydroxyl group is attached to the C(1) atom that is adjacent to a 2,3-fused epoxy ring. The findings are that the longer epoxide C-O bond (and hence the one expected to be more readily broken) is the one farther from the hydroxyl group [1.462(1) å versus 1.447(1) å] and that the optimal hydrogen bonding is to an adjacent molecule radier than within the molecule. The shortest C-C bond is that of the epoxide group; the bond adjacent to it (on the side farther from the hydroxyl group) is the next shortest.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02262850
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