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Synthesis, structural characterization and hydrogen bonding of mono(salicylidene)carbohydrazide

The condensation reaction between carbohydrazide and salicylaldehyde in different solvents gave mono(salicylidene)carbohydrazide (1). The structure of 1 in solution has been determined by using experimental (NMR and UV spectroscopies and Mass spectrometry) and quantum chemical (DFT) methods. It has been demonstrated that 1 adopts the hydroxy-one tautomeric form which is in accordance with previously published results for the related systems. Changes in NMR chemical shifts and calculations have pointed towards a formation of intra- and intermolecular hydrogen bonds, the later being weaker and easily broken at higher temperatures. These results can further be exploited for better understanding of the role hydrogen bonds can play in bioactivity of related derivatives

mono(salicylidene)carbohydrazide; hydrogen bonding; NMR and UV spectroscopy; mass

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