Naslov
Supramolecular Influence on Keto-Enol Tautomerism and Thermochromic Properties of o- Hydroxy Schiff Bases

Autori
Zbačnik, Marija ; Kaitner, Branko

Izvornik
Croatica chemica acta (0011-1643) 89 (2016), 1; 125-132

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

Ključne riječi
keto-enol tautomerism ; Schiff bases ; mechanochemistry ; thermochromism.

Sažetak
This work presents a study on thermo-optical properties of three Schiff bases (imines) in the solid state. The Schiff bases were obtained by means of mechanochemical synthesis using monosubstituted o-hydroxy aromatic aldehydes and monosubstituted aromatic amines. The keto- enol tautomerism and proton transfer via intramolecular O∙∙∙N hydrogen bond of the reported compounds was found to be influenced more by supramolecular interactions than by a temperature change. All products were characterised by powder X-ray diffraction (PXRD), FT-IR spectroscopy, thermogravimetric (TG) analysis and differential scanning calorimetry (DSC). Molecular and crystal structures of compounds 1, 2 and 3 were determined by single crystal X-ray diffraction (SCXRD). The molecules of 1 appear to be present as the enol-imine, the molecules of 2 as the keto-amine tautomer and the molecules of 3 exhibit keto-enol tautomeric equilibrium in the solid state. An analysis of Cambridge structural database (CSD) data on similar imines has been used for structural comparison.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA