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Supramolecular Influence on Keto-Enol Tautomerism and Thermochromic Properties of o-Hydroxy Schiff Bases
| Content Provider | Semantic Scholar |
|---|---|
| Author | Zbačnik, Marija Kaitner, Branko |
| Copyright Year | 2016 |
| Abstract | 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. |
| Starting Page | 125 |
| Ending Page | 132 |
| Page Count | 8 |
| File Format | PDF HTM / HTML |
| DOI | 10.5562/cca2881 |
| Volume Number | 89 |
| Alternate Webpage(s) | http://hrcak.srce.hr/file/235223 |
| Alternate Webpage(s) | https://doi.org/10.5562/cca2881 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |