Synthesis of new enantiopure dimethyl-substituted pyridino-18-crown-6 ether type macrocycles containing different substituents at position 4 of the pyridine ring for enantiomeric recognition studies

Tünde Tóth, Péter Huszthy, József Kupai, József Nyitrai

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Abstract

New enantiomerically pure dimethyl-substituted pyridino-18-crown-6 ether derivatives containing chloro, N-allylamino, N-allylacetamido, N-benzylamino and cyano functional groups at position 4 of the pyridine ring have been synthetized. This paper also reports the transformation of the known enantiopure parent dimethyl-substituted pyridino-18-crown-6 ether to its new N-oxide derivative and the O-methylation of the latter. These ligands are good candidates for enantiomeric recognition studies of protonated primary amines, amino acids and their derivatives.

Original languageEnglish
Pages (from-to)66-79
Number of pages14
JournalArkivoc
Volume2008
Issue number3
Publication statusPublished - 2008

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Keywords

  • Chiral crown ethers
  • Chiral stationary phases
  • Enantiomeric recognition
  • Heterocycles
  • Macrocycles
  • Pyridono-18-crown-6 ligands

ASJC Scopus subject areas

  • Organic Chemistry

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