Synthesis of Chiral Diazapyridino-18-Crown-6 Ligands

摘要

New chiral diazapyridino-18-crown-6 macrocycles 1-5 (Figure 1) have beenprepared. 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.