Tri- and Pentacalix[4]pyrroles: Synthesis, Characterization and Their Use in the Extraction of Halide Salts

被引：25

作者：

Aydogan, Abdullah ^{[1
]}

Akar, Ahmet ^{[1
]}

机构：

[1] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 07期

关键词：

calix[4]pyrroles; click chemistry; extractants; halides; oligomers; ANION RECOGNITION; PENDANT CALIXPYRROLES; POLYMERIC EXTRACTANTS; METHACRYLATE)S; SEPARATION; RECEPTOR; PHASE; OLD;

D O I：

10.1002/chem.201101605

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Calixpyrrole-based oligomeric compounds were synthesized by click chemistry from the corresponding alkyne- and azide-functionalized calix[4]pyrroles. Calix[4]pyrrole 3, possessing an alkyne functional group, was prepared through a mixed condensation of pyrrole with acetone and but-3-ynyl 4-oxopentanoate. Another alkyne-group-containing calix[4]pyrrole 5 was obtained by treatment of 4'-hydroxyphenyl-functionalized calixpyrrole 4 with propargyl bromide. Tetrakis(azidopentyl)-functionalized calix[4]pyrrole 7 was synthesized by reacting NaN3 with tetrabromopentyltetraethylcalix[4]pyrrole 6, which was prepared through a condensation reaction of pyrrole and 7-bromohept-2-one. Oligomeric calixpyrrole compounds were found to be capable of extracting tetrabutylammonium chloride and fluoride salts from aqueous media. Extraction abilities of the oligomeric compounds were monitored by NMR and UV/Vis spectroscopy and thermogravimetric analysis.

引用

页码：1999 / 2005

页数：7

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