Synthesis, Structural Characterization and Hydrogen Bonding of Mono(salicylidene)carbohydrazide

Novak, Predrag and Jednačak, Tomislav and Parlov Vuković, Jelena and Zangger, Klaus and Rubčić, Mirta and Galić, Nives and Hrenar, Tomica (2012) Synthesis, Structural Characterization and Hydrogen Bonding of Mono(salicylidene)carbohydrazide. Croatica Chemica Acta, 85 (4). pp. 451-456. ISSN 0011-1643

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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) me-thods. 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.

Item Type: Article
Keywords: mono(salicylidene)carbohydrazide; hydrogen bonding; NMR and UV spectroscopy; mass spectrometry; quantum chemical calculations
Date: 2012
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Faculty of Science > Department of Chemistry
Publisher: Hrvatsko kemijsko društvo
Related URLs:
Depositing User: Branka Maravic
Date Deposited: 28 Apr 2014 12:52
Last Modified: 28 Apr 2014 12:52

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