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Issue 11, 1991
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π Facial hydrogen bonding in the chiral resolving agent (S)-2,2,2-trifluoro-1-(9-anthryl)ethanol and its racemic modification

Abstract

Single crystal X-ray analysis reveals that although molecules of pure (S)-and racemic(R,S)-2,2,2-trifluoro-1-(9-anthryl)ethanol 1 differ significantly in their intermolecular packing; in each case a strong hydrogen bond is formed between the OH group of one molecule and a specific π-face of one benzo ring of 1 which PM3 derived molecular electrostatic potentials show to arise via stereoelectronic assistance from the OH group.

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Article type: Paper
DOI: 10.1039/C39910000765
Citation: J. Chem. Soc., Chem. Commun., 1991,0, 765-768
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    π Facial hydrogen bonding in the chiral resolving agent (S)-2,2,2-trifluoro-1-(9-anthryl)ethanol and its racemic modification

    H. S. Rzepa, M. L. Webb, A. M. Z. Slawin and D. J. Williams, J. Chem. Soc., Chem. Commun., 1991, 0, 765
    DOI: 10.1039/C39910000765

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