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High reactivity of the Schiff base product of p-toluidine with pyridine-2-carboxaldehyde was observed, leading to methyl group isomerization (immigration) to ortho-position followed by the dimerization reaction to form biphenyl system. This compound was identified and characterized using IR, ESI MS and NMR spectroscopic methods and its structure confirmed by XRD single crystal. The coordination behaviour of the Schiff base was examined using ruthenium(II) and zinc(II). Two metal complexes were only isolated and identified by Xray crystallography for ruthenium(II) and zinc(II). The coordination behaviour of both metals differs significantly, although both of them promote the oxidation reaction on one of the azomethine bond.

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