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Solid-state and solution behaviour of aryl dihydrazones

Hydrazones serve as a valuable platform for exploring fundamental aspects of soft material engineering, owing to their straightforward preparation and chemical robustness. Naturally, insight into their behaviour propels the development of novel chemosensors, biologically active materials and catalysts. Dihydrazones, while seldom explored, offer a plethora of compelling chemical and structural scenarios. Within this study, aryl dihydrazones derived from succinic and adipic acid dihydrazide were synthesized and thoroughly investigated in the solid-state and solution. The potential of the prepared ligands for the development of coordination polymers based on molybdenum(VI) species was investigated under various reaction conditions. The isolated compounds were characterized in the solid-state and solution by appropriate spectroscopic and diffraction methods and compared with the relevant data for neutral dihydrazones. The results unveil that while neutral dihydrazones demonstrate substantial conformational flexibility in solution, crystallization or chelation effectively lodges the dihydrazone framework in a robust anti conformation.

Hydrazones ; NMR ; solid-state

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