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, P. Huszthy, József Kupai, József Nyitrai

Research output: Contribution to journalArticle

4 Citations (Scopus)

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

Fingerprint

Ether
Derivatives
Methylation
Oxides
Functional groups
Amines
Ligands
Amino Acids
pyridine
18-crown-6

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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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.",
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author = "T{\"u}nde T{\'o}th and P. Huszthy and J{\'o}zsef Kupai and J{\'o}zsef Nyitrai",
year = "2008",
language = "English",
volume = "2008",
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T1 - 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

AU - Tóth, Tünde

AU - Huszthy, P.

AU - Kupai, József

AU - Nyitrai, József

PY - 2008

Y1 - 2008

N2 - 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.

AB - 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.

KW - Chiral crown ethers

KW - Chiral stationary phases

KW - Enantiomeric recognition

KW - Heterocycles

KW - Macrocycles

KW - Pyridono-18-crown-6 ligands

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VL - 2008

SP - 66

EP - 79

JO - Arkivoc

JF - Arkivoc

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