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Original scientific paper

https://doi.org/10.5562/cca2111

Controlling Solvate Formation of a Schiff Base by Combining Mechano-chemistry with Solution Synthesis

Vladimir Stilinović ; Department of Chemistry, Laboratory of General and Inorganic Chemistry,Faculty of Science, Horvatovac 102a, University of Zagreb, 10000 Zagreb, Croatia
Dominik Cinčić ; Department of Chemistry, Laboratory of General and Inorganic Chemistry,Faculty of Science, Horvatovac 102a, University of Zagreb, 10000 Zagreb, Croatia
Marija Zbačnik ; Department of Chemistry, Laboratory of General and Inorganic Chemistry,Faculty of Science, Horvatovac 102a, University of Zagreb, 10000 Zagreb, Croatia
Branko Kaitner ; Department of Chemistry, Laboratory of General and Inorganic Chemistry,Faculty of Science, Horvatovac 102a, University of Zagreb, 10000 Zagreb, Croatia


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Abstract

A Schiff base dicarboxylic acid (1) was prepared by condensation of 2-hydroxy-1-naphthaldehyde with 5-aminoisophthalic acid. Its solvates with pyridine (2a and 2b) and dimethylformamide (3) were prepared by liquid-assisted grinding and by conventional solvent-based methods. All products were characterised by FT-IR spectroscopy, thermogravimetric analysis and differential scanning calorimetry. The structures of 1, 2b and 3 were determined by single crystal X-ray diffraction. 1 was found to be a pure Schiff base, 2b a pyridine solvate and 3 a dimethylformamide solvate monohydrate. In all three structures, the Schiff base molecule appears to be present as the ketoamine tautomer.(doi: 10.5562/cca2111)

Keywords

Schiff base; solvates; dicarboxylic acid; mechanochemistry; tautomerism

Hrčak ID:

94446

URI

https://hrcak.srce.hr/94446

Publication date:

17.12.2012.

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