Pregled bibliografske jedinice broj: 720092
Intra- and intermolecular hydrogen bonding in acetylacetone and benzoylacetone derived enaminone derivatives
Intra- and intermolecular hydrogen bonding in acetylacetone and benzoylacetone derived enaminone derivatives // Journal of molecular structure, 1079 (2015), 243-249 doi:10.1016/j.molstruc.2014.09.048 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 720092 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Intra- and intermolecular hydrogen bonding in acetylacetone and benzoylacetone derived enaminone derivatives
Autori
Lazić, Vedrana ; Jurković, Mihaela ; Jednačak, Tomislav ; Hrenar, Tomica ; Parlov Vuković, Jelena ; Novak, Predrag
Izvornik
Journal of molecular structure (0022-2860) 1079
(2015);
243-249
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
enaminone derivatives; structure; hydrogen bonding; NMR and UV spectroscopy; quantum chemical calculations
Sažetak
The structure and hydrogen bonding in solution of acetylacetone and benzoylacetone derived enaminone derivatives, 1a–1d and 2a–2d, have been studied by a combination of experimental (NMR and UV spectroscopies) and theoretical (PM6 and DFT) methods. It has been shown that all studied compounds predominantly existed in the localised keto-amine tautomeric form in solution as found also in the solid state. Significant line- broadening and down-field chemical shifts of NH and OH protons have strongly indicated that both groups formed hydrogen bonds, which has further been supported by quantum chemical calculations. Temperature and concentration dependent NMR measurements have pointed towards the fact that NH protons are engaged in strong intramolecular hydrogen bonds of the NH...O=C type in both solvents. On the other hand, OH protons are involved in weaker intermolecular hydrogen bonding with solvent molecules in DMSO, while in chloroform intermolecular interactions between two molecules dominate. The results presented in this paper can be used for better understanding and further exploiting properties these ligands possess, especially their bioactivity.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
119-1191342-2959 - Spektroskopska analiza nezasićenih sustava i spojeva metala (Miljanić, Snežana, MZOS ) ( CroRIS)
119-1191342-1083 - Interakcije i dizajn bioaktivnih molekula (Novak, Predrag, MZOS ) ( CroRIS)
Ustanove:
INA-Industrija nafte d.d.,
Prirodoslovno-matematički fakultet, Zagreb,
Nastavni zavod za javno zdravstvo "Dr. Andrija Štampar"
Profili:
Tomislav Jednačak (autor)
Jelena Parlov Vuković (autor)
Predrag Novak (autor)
Tomica Hrenar (autor)
Citiraj ovu publikaciju:
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