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Pregled bibliografske jedinice broj: 610942

Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution


Galić, Nives; Brođanac, Ivan; Kontrec, Darko; Miljanić, Snežana
Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution // Spectrochimica acta. Part A, Molecular spectroscopy, 107 (2013), 263-270 doi:10.1016/j.saa.2013.01.028 (međunarodna recenzija, članak, znanstveni)


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Naslov
Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution

Autori
Galić, Nives ; Brođanac, Ivan ; Kontrec, Darko ; Miljanić, Snežana

Izvornik
Spectrochimica acta. Part A, Molecular spectroscopy (0584-8539) 107 (2013); 263-270

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Aroylhydrazones ; tautomerism ; isomerisation ; spectroscopy

Sažetak
Structural forms of aroylhydrazones derived from nicotinic acid hydrazide have been studied in the solid state by FT-IR spectroscopy and in solution by NMR, UV-Vis and ATR spectroscopy. The studied compounds were N'-benzylidene-3- pyridinecarbohydrazide (1), N'-(2, 4- dihydroxyphenylmethylidene)-3- pyridinecarbohydrazide (2), N'-(5-chloro-2- hydroxyphenylmethylidene)-3-pyridinecarbohydrazide (3), and N'-(3, 5-dichloro-2- hydroxymethoxyphenylmethylidene)-3- pyridinecarbohydrazide (4). The compound 1 adopted the most stable ketoamine form (form I, –CO–NH– N=C–) in the solid state as well as in various organic solvents. In mixtures of organic solvents with water the UV-Vis and ATR spectra implied intermolecular hydrogen bonding of 1 with water molecules. The presence of both tautomeric forms I and II (form II, –COH=N¬–N=C–) was proposed for the solid substance and highly concentrated solutions of 2, whereas form I was detected as the predominant one in diluted solutions. For compounds 3 and 4 a coexistence of forms I and III (form III, –CO–NH–NH–C=C–CO–) was noticed in the solid state and in polar protic organic solvents. The conversion to form III was induced by increasing the water content in the solvent mixtures. This process was the most pronounced for compound 4. When exposed to daylight, an appearance of a new band was observed during time in the UV-Vis spectrum of 4 in organic solvent/water 1/1 mixtures, which implied that tautomeric interconversion was most likely followed by E/Z isomerisation.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982904-2910 - Kiralni organski materijali – sintetska, strukturna i funkcionalna istraživanja (Vinković, Vladimir, MZOS - )
119-1191342-1083 - Interakcije i dizajn bioaktivnih molekula (Novak, Predrag, MZOS - )
119-1191342-2959 - Spektroskopska analiza nezasićenih sustava i spojeva metala (Miljanić, Snežana, MZOS - )
119-1191342-2960 - Elektroliti i koordinacijske reakcije u otopini (Tomišić, Vladislav, MZOS - )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Prirodoslovno-matematički fakultet, Zagreb

Profili:

Avatar Url Snežana Miljanić (autor)

Avatar Url Darko Kontrec (autor)

Avatar Url Nives Galić (autor)

Citiraj ovu publikaciju

Galić, Nives; Brođanac, Ivan; Kontrec, Darko; Miljanić, Snežana
Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution // Spectrochimica acta. Part A, Molecular spectroscopy, 107 (2013), 263-270 doi:10.1016/j.saa.2013.01.028 (međunarodna recenzija, članak, znanstveni)
Galić, N., Brođanac, I., Kontrec, D. & Miljanić, S. (2013) Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution. Spectrochimica acta. Part A, Molecular spectroscopy, 107, 263-270 doi:10.1016/j.saa.2013.01.028.
@article{article, year = {2013}, pages = {263-270}, DOI = {10.1016/j.saa.2013.01.028}, keywords = {Aroylhydrazones, tautomerism, isomerisation, spectroscopy}, journal = {Spectrochimica acta. Part A, Molecular spectroscopy}, doi = {10.1016/j.saa.2013.01.028}, volume = {107}, issn = {0584-8539}, title = {Structural investigations of aroylhydrazones derived from nicotinic acid hydrazide in solid state and in solution}, keyword = {Aroylhydrazones, tautomerism, isomerisation, spectroscopy} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus


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