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Novel tetradentate chelators derived from 3-hydroxy-4-pyridinone units: synthesis, characterization and aqueous solution properties

dc.contributor.authorLeite, Andreia
dc.contributor.authorSilva, Ana M.G.
dc.contributor.authorNunes, Ana
dc.contributor.authorAndrade, Mariana
dc.contributor.authorSousa, Carla
dc.contributor.authorCunha-Silva, Luís
dc.contributor.authorGameiro, Paula
dc.contributor.authorde Castro, Baltazar
dc.contributor.authorRangel, Maria
dc.date.accessioned2019-09-26T08:01:39Z
dc.date.available2019-09-26T08:01:39Z
dc.date.issued2011
dc.description.abstractThe synthesis and characterization of three novel tetradentate ligands (T1, T2 and T3) based on 3-hydroxy-4-pyridinone chelating units are described. The three ligands exhibit different flexibility due to the use of two different anchor molecules, piperazine and 1,2-diaminobenzene, and to the diverse length of the 3-hydroxy-4-pyridinone arms. All reactions were performed using both conventional heating and microwave irradiation in order to evaluate the possibility of using greener methods in these synthetic procedures. The results showed that, in all cases, microwave irradiation provides the desired ligands reducing reaction time in ca. 97%. The structure of ligand T3 was resolved by X-ray crystallography, showing significant hydrogen bonding and interesting pep interaction between the benzene and pyridinone rings. The use of potentiometric and spectroscopic methods allowed determination of acidity constants and unequivocal assignment of proton loss for each pKa value. Interaction of the ligands with divalent metal ions was assessed by spectroscopic methods.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.doi10.1016/j.tet.2011.04.035pt_PT
dc.identifier.issn0040-4020
dc.identifier.urihttp://hdl.handle.net/10284/8046
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherElsevierpt_PT
dc.relation.publisherversionhttps://www.sciencedirect.com/science/article/pii/S0040402011005424pt_PT
dc.subject3-Hydroxy-4-pyridinone ligandspt_PT
dc.subjectTetradentate chelatorspt_PT
dc.subjectAcid–base propertiespt_PT
dc.titleNovel tetradentate chelators derived from 3-hydroxy-4-pyridinone units: synthesis, characterization and aqueous solution propertiespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage4016pt_PT
oaire.citation.issue22pt_PT
oaire.citation.startPage4009pt_PT
oaire.citation.titleTetrahedronpt_PT
oaire.citation.volume67pt_PT
person.familyNameSilva
person.givenNameCarla
person.identifier.ciencia-id2E1D-05DF-E0DB
person.identifier.orcid0000-0001-6467-4766
person.identifier.ridD-8159-2013
rcaap.rightsrestrictedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublication741eff47-ffdf-4a5f-b763-3ada0062b1b8
relation.isAuthorOfPublication.latestForDiscovery741eff47-ffdf-4a5f-b763-3ada0062b1b8

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