PI 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, D J WILLIAMS

Research output: Contribution to journalArticlepeer-review

45 Citations (Scopus)

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 pi-face of one benzo ring of 1 which PM3 derived molecular electrostatic potentials show to arise via stereoelectronic assistance from the OH group.

Original languageEnglish
Pages (from-to)765-768
Number of pages4
JournalJournal of the Chemical Society, Chemical Communications
Issue number11
Publication statusPublished - 1 Jun 1991

Keywords

  • SEMIEMPIRICAL METHODS
  • RECOGNITION

Fingerprint

Dive into the research topics of 'PI FACIAL HYDROGEN-BONDING IN THE CHIRAL RESOLVING AGENT (S)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL AND ITS RACEMIC MODIFICATION'. Together they form a unique fingerprint.

Cite this