The complete oxidation of pyridazine and pyrazole has never been accomplished using usual oxidizing agents such as peroxides, peroxoacids, permanganates, or chromates. Only mono N-oxides of unsubstituted pyridazine and pyrazole have been reported. The HOF�CH3CN complex, that demonstrated the ability to completely oxidize 1,10-phenantroline to 1,10-phenanthroline N,N'-dioxide1 was therefore chosen as the oxidizing agent. Pyridazine N,N'-dioxide and pyrazole N-hydroxide, N'-oxide were isolated when HOF�CH3CN was used. The new organic compounds that are promising ligands in coordination chemistry were characterized using IR, GCMS, elemental analysis, and X-ray crystallography. The pyridazine dioxide was then complexed with CuCl2. IR spectroscopy, elemental analysis, and X-ray crystallography were used to study the composition of the complex.1 S. Rozen, S. Dayan, Angew. Chem. Int. Ed. 1999, 38, 3471.

Complete oxidation of nitrogen heteroatoms in aromatic amines

245th National Meeting (2013)

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