Selective detection of fluoride based on a pyridinium n-phenolate-calix[4]pyrrole displacement assay: an undergraduate laboratory experiment

AUTOR(ES)

Mannrich, Karina, Silva, Marcelo, Nandi, Leandro G., Nicoleti, Celso R., Machado, Vanderlei G.

FONTE

Quím. Nova

DATA DE PUBLICAÇÃO

2014

RESUMO

A two-step experiment is proposed for a third year class in experimental organic chemistry. Over a period of five weeks, the students synthesized calix[4]pyrrole, a receptor that is highly selective for fluoride, and a pyridinium N-phenolate dye. Subsequently, the students used the synthesized compounds to investigate a displacement assay on the basis of the competition in acetonitrile between fluoride and the dye for calix[4]pyrrole. The experiment increased the students' skills in organic synthesis and in the characterization of organic compounds, provided a very attractive and accessible illustration of important supramolecular phenomena, and allowed the study of a chromogenic chemosensor.

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