NMR characterisation of 1, 5- bis(salicylidene)carbohydrazide in solution and solid state (CROSBI ID 622380)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa
Podaci o odgovornosti
Jednačak, Tomislav ; Novak, Predrag ; Plavec, Janez ; Šket, Primož ; Rubčić, Mirta ; Galić, Nives
engleski
NMR characterisation of 1, 5- bis(salicylidene)carbohydrazide in solution and solid state
Carbohydrazide derived Schiff bases are higher urea homologues with interesting biological properties, which together with their reactivity, led to a number of laboratory and industrial applications. These compounds have been widely used as selective analytical reagents for ion binding, as precursors in the syntheses of nitrogen containing heterocycles and as multitopic ligands for the targeted construction of coordination systems with biological activity. They are usually prepared by the condensation reaction between carbohydrazide and appropriate carbonyl compound. The structure of 1, 5- bis(salicylidene)carbohydrazide (1) has been characterised by NMR spectroscopy in solution and solid state. As shown in Figure 1, this molecule might exist in several tautomeric forms and has a few reactive groups able to participate in both intra- and intermolecular hydrogen bonds. It has been demonstrated that the tautomer 1a is the dominant form in solution and in all solid phases. Significant deshielding and line-broadening of the signals corresponding to NH and OH protons have clearly indicated that both groups formed hydrogen bonds. Furthermore, the analysis of solid-state NMR spectra allowed the identification of five crystallographic forms of 1: three polymorphs (I, II and III) and two solvates (IV and V). The obtained results can further be exploited for better understanding the relationship between the structure, physico-chemical properties and bioactivity of carbohydrazide derivatives.
NMR spectroscopy; Schiff bases; tautomerism; crystallographic forms
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Podaci o prilogu
70-70.
2015.
objavljeno
Podaci o matičnoj publikaciji
Magnetic Moments in Central Europe 2015: Book of Abstracts
Kosiński, K ; Urbańczyk, M ; Żerko, S.
Krynica-Zdrój: Nobell Congressing sp. z o.o.
Podaci o skupu
Magnetic Moments in Central Europe 2015
poster
25.02.2015-01.03.2015
Krynica-Zdrój, Poljska