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

Quimica nova

Nicoleti, Celso R.¹  Machado, Vanderlei G.¹  Silva, Marcelo¹  Mannrich, Karina¹  Nandi, Leandro G.¹ 

[1] Universidade Federal de Santa Catarina, Florianópolis, Brasil

关键词: calix[;    4];    pyrrole;    pyridinium N-phenolate betaine dyes;    displacement assay;    fluoride;    chromogenic chemosensors.;   

DOI  :  10.5935/0100-4042.20140249

学科分类：化学（综合）

来源: Sociedade Brasileira de Quimica

【 摘 要 】

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.

【 授权许可】

CC BY