X-ray, Ir and 1h-nmr Structural and Conformational Study of Highly Congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione

Morenomanas, M.;Piniella, JF.;Alvarezlarena, A.;Galvez, N.;Germain, Gabriel;et.al.
(1992) Tetrahedron — Vol. 48, n° 17, p. 3611-3622 (1992)

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Authors
  • Morenomanas, M.
    Author
  • Piniella, JF.
    Author
  • Alvarezlarena, A.
    Author
  • Galvez, N.
    Author
  • Marquet, JacquesUCLouvain
    Author
  • Germain, GabrielUCLouvain
    Author
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Abstract
Configuration of meso diols produced by LiAlH4 reduction of symmetric alpha-(1-adamantyl)-beta-diketones has been determined by X-ray diffraction. Large C-C distances and C-C-C angles have been measured for these strained molecules. Most of the studied 1,3-diols, both meso and d,1, exist in solution in conformations possessing intramolecular hydrogen bond. The conformations of two diols were also studied in the crystal phase.
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Citations

Morenomanas, M., Piniella, JF., Alvarezlarena, A., Galvez, N., Lloris, ME., Marquet, J., Siani, AC., & Germain, G. (1992). X-ray, Ir and 1h-nmr Structural and Conformational Study of Highly Congested 2-alkyl-1,3-diols and of 3-(1-adamantyl)pentane-2,4-dione. Tetrahedron, 48(17), 3611-3622. https://doi.org/10.1016/S0040-4020(01)88499-4 (Original work published 1992)