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Density functional calculations on cyclodextrins

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Abstract

Conformations of α-, β-, and γ-CDs under anhydrous conditions in the gas phase were investigated by a density functional method, B3LYP/6-31G(d,p). These calculations resulted in several symmetric conformations with different energies. The lowest energy conformations contain two rings of homodromic hydrogen bonds and are referred to “one-gate-closed” conformations. Different orientations of hydrogen bonds lead to four minima. Other conformational minima were found for “open” conformations which correspond to some extent to experimentally determined structures.

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Authors and Affiliations

  1. Institute of Theoretical Chemistry, University of Vienna, Wien, Austria

    Alfred Karpfen, Elisabeth Liedl, Walter Snor, Petra Weiss-Greiler & Peter Wolschann

  2. Department of Pharmaceutical Technology and Biopharmaceutics, University of Vienna, Wien, Austria

    Helmut Viernstein

Authors
  1. Alfred Karpfen
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  2. Elisabeth Liedl
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  3. Walter Snor
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  4. Helmut Viernstein
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  5. Petra Weiss-Greiler
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  6. Peter Wolschann
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Correspondence to Peter Wolschann.

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Correspondence: Peter Wolschann, Institute of Theoretical Chemistry, University of Vienna, Währinger Straße 17, A-1090 Wien, Austria.

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Karpfen, A., Liedl, E., Snor, W. et al. Density functional calculations on cyclodextrins. Monatsh Chem 139, 363–371 (2008). https://doi.org/10.1007/s00706-007-0811-2

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  • DOI: https://doi.org/10.1007/s00706-007-0811-2

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