Naphthyl- vs. anthrylpyridine-2,6-dicarboxamides in cation binding studies. Synthesis and spectroscopic properties

Abstract

Pyridine-2,6-carboxamides bearing α- or β-naphthyl- and α- or β-anthryl residues were prepared using simple method from pyridine-2,6-carboxylic acid dichloride and the respective aromatic amines. For the obtained receptors, selective binding of lead(II) and copper(II) was found. Ion–receptor interactions were studied using UV–vis spectroscopy, spectrofluorimetry, ¹H NMR and FTIR spectroscopy. The reversible lead(II) and copper(II) binding was discussed in regard of type of aromatic residue and amide bond localisation in aromatic ring, and binding model was proposed.

Keywords:

• Pyridine-2,6-dicarboxamides
• naphthylamide
• anthrylamide
• ion molecular recognition
• spectroscopic methods

Supplemental material

Supplementary data associated with this article can be found, in the online version, here: http://dx.doi.org/.10.1080/10610278.2015.1119830.

Disclosure statement

No potential conflict of interest was reported by the authors.