? Facial hydrogen bonding in the chiral resolving agent (S)-2,2,2-trifluoro-1-(9-anthryl)ethanol and its racemic modification
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 11,p. 765-768
- https://doi.org/10.1039/c39910000765
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.Keywords
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