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Di-ionizable p-tert-butylcalix[4]arene-1,2-crown-3 ligands in cone and 1,2-alternate conformations: synthesis and metal ion extraction.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Zhang, Dongmei Cao, Xiaodan Purkiss, David W. Bartsch, Richard A. |
| Copyright Year | 2007 |
| Abstract | Novel di-ionizable p-tert-butylcalix[4]arene-1,2-crown-3 ligands in cone and 1,2-alternate conformations were prepared as potential metal ion extractants. Selective bridging of proximal hydroxyl groups of the calix[4]arene platform by a crown-3 polyether unit was achieved under Mitsunobu reaction conditions. In addition to the carboxylic acid group, the acidity tunable N-(X)sulfonyl oxyacetamide functions [OCH(2)C(O)NHSO(2)X] with X group variation from methyl to phenyl to p-nitrophenyl to trifluomethyl were used as the proton-ionizable groups. Conformations and regioselectivities of the new ligands were established by (1)H and (13)C NMR spectroscopy. Competitive solvent extractions of alkali metal cations and of alkaline earth metal cations from aqueous solutions into chloroform were performed, as were single species extractions of lead(ii) and mercury(ii). |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/B700072C |
| PubMed reference number | 17406724 |
| Journal | Medline |
| Volume Number | 5 |
| Issue Number | 8 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/ob/b7/b700072c/b700072c.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/B700072C |
| Journal | Organic & biomolecular chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |