SELECTIVE DETECTION OF FLUORIDE BASED ON A PYRIDINIUMN-PHENOLATE-CALIX[4]PYRROLE DISPLACEMENT ASSAY: AN UNDERGRADUATE LABORATORY EXPERIMENT
Author(s) -
Karina Mannrich,
Marcelo Silva,
Leandro G. Nandi,
Celso R. Nicoleti,
Vanderlei G. Machado
Publication year - 2014
Publication title -
química nova
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.214
H-Index - 73
eISSN - 1678-7064
pISSN - 0100-4042
DOI - 10.5935/0100-4042.20140249
Subject(s) - pyridinium , fluoride , pyrrole , chemistry , displacement (psychology) , combinatorial chemistry , nuclear chemistry , chromatography , medicinal chemistry , inorganic chemistry , organic chemistry , psychology , psychotherapist
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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