Attempts to synthesize a tetradentate Schiff-base (L) via condensation of two equivalents of 2-pyridinecarboxaldehyde N-oxide (poxal) with o-phenylenediamine resembling salen-type ligands yielded a bidentate ligand 2-(2-benzimidazolyl)pyridine N-oxide (poxbim) in a low yield. When the reaction is performed in the presence of a base, a tridentate Schiff base (poxpam), the product of  1:1 (aldehyde:amine) condensation, was isolated. The subsequent condensation of poxpam with additional equivalent of poxal yields the desired tetradentate Schiff base L. A Cu(II) complex with L was obtained via a templated synthesis of poxal and o-phenylenediamine with Cu(NO3)?2. However, Cu(NO3)2 causes poxpam to be catalytically converted to poxbim. Results of complexation studies of poxpam and templated syntheses of L using different cupric salts (chloride, sulfate, and acetate) will be presented together with characterization of isolated complexes.

Investigations of influence of various cupric salts on formation of pyridine N-oxide Schiff bases

245th National Meeting (2013)

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