Abstract
Four heterocyclic dyes, derived from methyl 4‐aminobenzoate and pyridine‐2,4‐dione components, with different N‐substituents in the latter [CH3, CH2CH3, CH2CH2OH, CH2CH2CH2OCH(CH3)2], were synthesised by the traditional diazotisation‐coupling strategy. Furthermore, a Cu(ii) dye–metal complex was prepared and characterised by X‐ray single‐crystal diffraction for comparison, where the configuration transformation from hydrazone to deprotonated azo forms was found before and after Cu(ii) ion complexation. In addition, the azo–hydrazone transformation could be observed by acid–base titration experiments. To the best of our knowledge, this work is the first structural study of pyridone dyes based on methyl 4‐aminobenzoate and the corresponding dye–metal complex.
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