Chromogenic amides of pyridine-2,6-dicarboxylic acid as anion receptors

Ewa Wagner-Wysiecka; Jarosław Chojnacki

doi:10.1080/10610278.2012.695789

Chromogenic amides of pyridine-2,6-dicarboxylic acid as anion receptors

Abstract

The synthesis of simple, chromogenic pyridine-2,6-dicarboxylic acid amides, derivates of isomeric nitroanilines and aminonitrophenols, and their ion binding properties are described. The ligands' response to ionic species was examined by naked eye and was studied with the use of UV-Vis spectroscopy in DMSO and its mixture with water. The effect of the localisation and the type of the substituents in aromatic rings were discussed. 1H NMR experiments were carried out to probe the mechanism of anion recognition, i.e. complexation via hydrogen bond formation versus ligand deprotonation. A selective response of N,N'-bis(2-hydroxy-4-nitrophenyl)pyridine-2,6-dicarboxamide (L5)towards dihydrogen phosphate was found in both DMSO and DMSO-water (95:5) solvent mixture. The structure of N,N'-bis(2-hydroxy-5-nitrophenyl)pyridine-2,6-dicarboxamide (L4) was confirmed by X-ray crystalography.

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Authors (2)

Ewa Wagner-Wysiecka dr hab. inż.
Jarosław Chojnacki prof. dr hab. inż.

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Category:: Articles
Type:: artykuł w czasopiśmie wyróżnionym w JCR
Published in:: SUPRAMOLECULAR CHEMISTRY no. 24, pages 684 - 695,
ISSN: 1061-0278
Language:: English
Publication year:: 2012
Bibliographic description:: Wagner-Wysiecka E., Chojnacki J.: Chromogenic amides of pyridine-2,6-dicarboxylic acid as anion receptors// SUPRAMOLECULAR CHEMISTRY. -Vol. 24, nr. iss. 9 (2012), s.684-695
DOI:: Digital Object Identifier (open in new tab) 10.1080/10610278.2012.695789
Verified by:: Gdańsk University of Technology