Proton‐ionizable crown compounds. 3. Synthesis and structural studies of macrocyclic polyether ligands containing a 4‐pyridone subcyclic unit

Jerald S. Bradshaw, Yohji Nakatsuji, P. Huszthy, Bruce E. Wilson, N. Kent Dalley, Reed M. Izatt

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Abstract

New proton‐ionizable macrocyclic polyether ligands containing the 4‐pyridone subcyclic unit have been prepared by reacting 4‐THP blocked‐2,6‐pyridinedimethanol with various oligoethylene glycol ditosylates. The 18‐crown‐6 ligand containing the 4‐pyridone subcyclic unit, 4, forms stable complexes with alkali metal and organic ammonium cations. The crystal structure of 4 proves the 4‐pyridone structural unit. The crystal structure of the potassium thiocyanate complex of 4 is also reported and shows the complex to contain the 4‐hydroxypyridine unit.

Original languageEnglish
Pages (from-to)353-360
Number of pages8
JournalJournal of Heterocyclic Chemistry
Volume23
Issue number2
DOIs
Publication statusPublished - 1986

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ASJC Scopus subject areas

  • Organic Chemistry

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