Synthetic macrocyclic receptors in chiral analysis and separation

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34 Citations (Scopus)


Chiral synthetic macrocyclic receptors that can achieve chiral discrimination by NMR spectroscopy and/or chiral separation by HPLC are overviewed. Synthetic macrocycles introduced here include crown ethers, calixarenes/calixresorcinarenes/calixpyrroles, macrocyclic amides/amines, and porphyrins. These macrocyclic frameworks are advantageous because intermolecular interactions can take place effectively, such as the ion-dipole interactions in crown ethers, the CH/π and π-π interactions in calixarenes, hydrogen bonding and salt formation in macrocyclic amides and amines, and π-π stacking and metal coordination in porphyrins. Additional functional groups on the periphery of the macrocyclic platforms not only make the whole molecule chiral but also act as the interaction sites. Chiral macrocyclic receptors can show a high degree of chiral recognition/discrimination by using the peripheral functional groups as well as the macrocyclic skeletons (preorganization). Both hosts and guests are shown in the figures to quickly overview the molecular recognition scope of synthetic macrocyclic receptors in chiral analysis and separation.

Original languageEnglish
Pages (from-to)41-55
Number of pages15
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Issue number1-4
Publication statusPublished - Dec 2012


  • Chiral discrimination
  • Chiral recognition
  • Chiral solvating agent
  • Chiral stationary phase
  • HPLC
  • NMR

ASJC Scopus subject areas

  • Food Science
  • General Chemistry
  • Condensed Matter Physics


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