Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies
The synthesis of a series of calix[4]arene ligands bearing lower rim 1,3-acid-amide functionality for the two-phase solvent extraction of lanthanide and uranyl ions from aqueous wastes is described. X-Ray crystal structure studies demonstrate binding of lanthanide ions at the calixarene lower rim th...
| Main Authors: | , , , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2002
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| _version_ | 1826305798180962304 |
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| author | Beer, P Brindley, G Fox, O Grieve, A Ogden, M Szemes, F Drew, M |
| author_facet | Beer, P Brindley, G Fox, O Grieve, A Ogden, M Szemes, F Drew, M |
| author_sort | Beer, P |
| collection | OXFORD |
| description | The synthesis of a series of calix[4]arene ligands bearing lower rim 1,3-acid-amide functionality for the two-phase solvent extraction of lanthanide and uranyl ions from aqueous wastes is described. X-Ray crystal structure studies demonstrate binding of lanthanide ions at the calixarene lower rim through phenolate, carboxylate and carboxamide oxygen atoms. The crystal structures of a centrosymmetric, dimeric lanthanum(III) and non-centrosymmetric dimeric sodium(I) complexes of a 1,3-acid-dihexylamidecalix[4]arene ligand are detailed. Electrospray mass spectrometry confirms retention of this 2:2 dimeric structure for large lanthanide ions and that the smaller lanthanide ions e.g. Lu3+ form monomeric 1:1 calixarene: lanthanide complexes in solution. Extraction studies demonstrate a pH dependent uptake of lanthanide and uranyl cations by 1,3-acid-amide ligands with the nature of the carboxamide substituent largely irrelevant to extraction efficiency. Upper rim modified 1,3-dinitro and de-tert-butylcalix[4]arene ligands were prepared and NMR and ES-MS studies confirm uranyl coordination by these novel acid-amide ligands. The 1,3-dinitro and de-tert-butyl ligands exhibit superior and more efficient extraction of uranyl cations at lower pH values. |
| first_indexed | 2024-03-07T06:38:18Z |
| format | Journal article |
| id | oxford-uuid:f869b7e1-2991-4ea4-b614-9dbd92cd3fc9 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T06:38:18Z |
| publishDate | 2002 |
| record_format | dspace |
| spelling | oxford-uuid:f869b7e1-2991-4ea4-b614-9dbd92cd3fc92022-03-27T12:50:00ZAcid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studiesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:f869b7e1-2991-4ea4-b614-9dbd92cd3fc9EnglishSymplectic Elements at Oxford2002Beer, PBrindley, GFox, OGrieve, AOgden, MSzemes, FDrew, MThe synthesis of a series of calix[4]arene ligands bearing lower rim 1,3-acid-amide functionality for the two-phase solvent extraction of lanthanide and uranyl ions from aqueous wastes is described. X-Ray crystal structure studies demonstrate binding of lanthanide ions at the calixarene lower rim through phenolate, carboxylate and carboxamide oxygen atoms. The crystal structures of a centrosymmetric, dimeric lanthanum(III) and non-centrosymmetric dimeric sodium(I) complexes of a 1,3-acid-dihexylamidecalix[4]arene ligand are detailed. Electrospray mass spectrometry confirms retention of this 2:2 dimeric structure for large lanthanide ions and that the smaller lanthanide ions e.g. Lu3+ form monomeric 1:1 calixarene: lanthanide complexes in solution. Extraction studies demonstrate a pH dependent uptake of lanthanide and uranyl cations by 1,3-acid-amide ligands with the nature of the carboxamide substituent largely irrelevant to extraction efficiency. Upper rim modified 1,3-dinitro and de-tert-butylcalix[4]arene ligands were prepared and NMR and ES-MS studies confirm uranyl coordination by these novel acid-amide ligands. The 1,3-dinitro and de-tert-butyl ligands exhibit superior and more efficient extraction of uranyl cations at lower pH values. |
| spellingShingle | Beer, P Brindley, G Fox, O Grieve, A Ogden, M Szemes, F Drew, M Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies |
| title | Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies |
| title_full | Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies |
| title_fullStr | Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies |
| title_full_unstemmed | Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies |
| title_short | Acid-amide calixarene ligands for uranyl and lanthanide ions: synthesis, structure, coordination and extraction studies |
| title_sort | acid amide calixarene ligands for uranyl and lanthanide ions synthesis structure coordination and extraction studies |
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