Naslov
NMR and DFT Studies of Hydrogen Bonding in Salicylaldehyde Thiosemicarbazone Derivatives: Substituent and Solvent Effects

Autori
Biljan, Tomislav ; Novak, Predrag ; Pičuljan, Katarina ; Hrenar, Tomica ; Cindrić, Marina

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Programme and Book of Abstracts of the EUROMAR Magnetic Resonance Conference / - Tarragona, 2007, 268-268

Skup
EUROMAR Magnetic Resonance Conference

Mjesto i datum
Tarragona, Španjolska, 01.06.2007. - 05.06.2007

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
hydrogen bonding; NMR; DFT; salicylaldehyde thiosemicarbazones; substituents; solvents

Sažetak
Salicylaldehyde thiosemicarbazones and their metal complexes belong to an important class of compounds that posses anti-infective, anti-inflammatory and anti-cancer activity. X-ray structural analysis has confirmed the existence of intramolecular hydrogen bonds in solid state of different salicylaldehyde thiosemicarbazone derivatives [1, 2]. These week interactions can play a significant role in the overall biological activity of thiosemicarbazones. Owing to the proton transfer in the intramolecular OH• • • N hydrogen bond, thiosemicarbazones might exist in the two tautomeric forms, i.e. hydroxy-thione and keto-thione forms. Hence, it is of importance to further explore the nature and strength of hydrogen bonding in solution. In this study we combined NMR and DFT methods to investigate the effects of different solvents and substituents on both intra- and intermolecular hydrogen bonds in salicylaldehyde thiosemicarbazones. Solvents of different polarities, e.g. different proton donor and acceptor properties and substituents with different electron donating abilities were used.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA