Synthesis of Chiral Diazapyridino-18-Crown-6 Ligands.

Abstract

New chiral diazapyridino-18-crown-6 macrocycles 1-5 (Figure 1) have been prepared. Cyclization of chiral diols 6-10 containing two methyl or two benzyl substituents or both two methyl and two phenyl substituents with 2,6-pyridinedimethyl ditosylate in the presence of sodium hydride gave the symmetrical macrocyclic ligands 1-5. 1-5 have three equally spaced nitrogen atoms in the ring which should form ideal tripod hydrogen bonds with chiral organic ammonium salts.

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Document Details

Document Type
Technical Report
Publication Date
May 09, 1996
Accession Number
ADA309193

Entities

People

  • Jerald S. Bradshaw
  • Reed Izatt
  • Tingmin Wang

Organizations

  • Brigham Young University

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Chemistry
  • Chlorides
  • Chromatography
  • Crown Ethers
  • Crystals
  • Dispersions
  • Gels
  • Hydrogen
  • Hydrogen Bonds
  • Melting Point
  • Military Research
  • Mixtures
  • Nitrogen
  • Propanols
  • Silica Gels
  • Silicon Dioxide

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry

Technology Areas

  • Space