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Chiral discrimination in diastereomeric salts of chlorine-substituted mandelic acid and phenylethylamine

  • Quan He
  • , Hassan Gomaa
  • , Sohrab Rohani*
  • , Jesse Zhu
  • , Michael Jennings
  • *Corresponding author for this work

Research output: Journal PublicationArticlepeer-review

Abstract

The crystal structures of diastereomeric salts of chloromandelic acid and phenylethylamine were determined and are presented herein. The structure comparison between less soluble salts and more soluble salts shows that weak interactions such as CH/π interactions and van der Waals gain importance and contribute to chiral recognition when the hydrogen bonding patterns are very similar.

Original languageEnglish
Pages (from-to)707-716
Number of pages10
JournalChirality
Volume22
Issue number8
DOIs
Publication statusPublished - Aug 2010
Externally publishedYes

Free Keywords

  • Chiral recognition
  • Crystal structure
  • Diastereomeric salt
  • Hydrogen bonding
  • X-ray crystallographic analysis

ASJC Scopus subject areas

  • Analytical Chemistry
  • Catalysis
  • Pharmacology
  • Drug Discovery
  • Spectroscopy
  • Organic Chemistry

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