Tri- and pentacalix[4]pyrroles: synthesis, characterization and their use in the extraction of halide salts |
| |
Authors: | Aydogan Abdullah Akar Ahmet |
| |
Institution: | Istanbul Technical University, Department of Chemistry, Maslak 34469 Istanbul, Turkey. aydoganab@itu.edu.tr |
| |
Abstract: | Calixpyrrole-based oligomeric compounds were synthesized by "click chemistry" from the corresponding alkyne- and azide-functionalized calix4]pyrroles. Calix4]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 calix4]pyrrole 5 was obtained by treatment of 4'-hydroxyphenyl-functionalized calixpyrrole 4 with propargyl bromide. Tetrakis(azidopentyl)-functionalized calix4]pyrrole 7 was synthesized by reacting NaN(3) with tetrabromopentyltetraethylcalix4]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. |
| |
Keywords: | calix[4]pyrroles click chemistry extractants halides oligomers |
本文献已被 PubMed 等数据库收录! |
|