Synthetic macrocyclic receptors in chiral analysis and separation

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

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
Volume74
Issue number1-4
DOIs
Publication statusPublished - Dec 1 2012

Keywords

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

ASJC Scopus subject areas

  • Food Science
  • Chemistry(all)
  • Condensed Matter Physics

Fingerprint Dive into the research topics of 'Synthetic macrocyclic receptors in chiral analysis and separation'. Together they form a unique fingerprint.

Cite this