Incorporation of a pyridine monomer into the backbone of a m-phenylene ethynylene oligomer allows functionalization of the interior binding cavity of the folded oligomer. The basicity of the inwardly directed pyridine moiety was modulated by changing the substituents on the pyridine ring and through oligomer folding, granting access to a pKa range of 5-14 in acetonitrile.

Original languageEnglish (US)
Pages (from-to)659-662
Number of pages4
JournalOrganic Letters
Issue number5
StatePublished - Mar 4 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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