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New C-3 Substituted 1H- and 2H-Indazolephosphonic Acid Regioisomers: Synthesis, Spectroscopic Characterization and X-Ray Diffraction Studies

2021-09Journal article Embargoed access
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dc.contributor.authorTeixeira, Fatima
dc.contributor.authorAntunes, Ines
dc.contributor.authorCurto, Maria João Marcelo
dc.contributor.authorDuarte, M. Teresa
dc.contributor.authorAndre, Vania
dc.contributor.authorTeixeira, António P. S.
dc.date.accessioned2022-01-06T15:43:11Z
dc.date.embargo2026-12
dc.date.issued2021-09
dc.description.abstractABSTRACT: Indazole is known as an important structural motif in medicinal chemistry and, recently, has also gained attention in other areas, such as materials chemistry, with many studies showing different potential applications for their regioisomers. Phosphonates are also a class of compounds with diverse applications, ranging from medicinal to material applications. Here we present the synthesis of 1H- and 2H-indazolephosphonic acid derivatives substituted at C-3, involving mono- or bisphosphonic acids, from their corresponding carboxylic acid and esters. These compounds were fully characterized, and their spectroscopic data were evaluated to identify and distinguish the structural scaffold of each phosphonic acid. Crystallization of [hydroxy(1-methyl-1H-indazol-3-yl)methanediyl]bis(phosphonic acid) 7 afforded crystals suitable for single crystal X-ray diffraction studies and its crystal structure details are also discussed.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationTeixeira, Fátima C... [et.al.] - New C-3 Substituted 1H- and 2H-Indazolephosphonic Acid Regioisomers: Synthesis, Spectroscopic Characterization and X-Ray Diffraction Studies. In: ChemistrySelect, 2021, Vol. 6 (36), p. 9599-9607pt_PT
dc.identifier.doi10.1002/slct.202102538pt_PT
dc.identifier.issn2365-6549
dc.identifier.urihttp://hdl.handle.net/10400.9/3677
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWileypt_PT
dc.relationPestOE/QUI/UI0619/2019pt_PT
dc.relationCEECIND/00283/2018pt_PT
dc.relationCentro de Química Estrutural
dc.relationCentro de Química Estrutural
dc.relation.publisherversionhttps://doi.org/10.1002/slct.202102538pt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectBisphosphonatespt_PT
dc.subjectIndazolept_PT
dc.subjectX-ray diffractionpt_PT
dc.subjectPhosphorus activitypt_PT
dc.titleNew C-3 Substituted 1H- and 2H-Indazolephosphonic Acid Regioisomers: Synthesis, Spectroscopic Characterization and X-Ray Diffraction Studiespt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleCentro de Química Estrutural
oaire.awardTitleCentro de Química Estrutural
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/POCI/POCI%2FQUI%2F55508%2F2004/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PPCDT%2FQUI%2F55508%2F2004/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F00100%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00100%2F2020/PT
oaire.citation.endPage9607pt_PT
oaire.citation.issue36pt_PT
oaire.citation.startPage9599pt_PT
oaire.citation.titleChemistrySelectpt_PT
oaire.citation.volume6pt_PT
oaire.fundingStreamPOCI
oaire.fundingStream3599-PPCDT
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
person.familyNameTeixeira
person.familyNameAntunes
person.familyNameDuarte
person.familyNameAndre
person.familyNameTeixeira
person.givenNameFatima
person.givenNameInes
person.givenNameMaria Teresa
person.givenNameVania
person.givenNameAntónio Paulo Silva
person.identifier1017457
person.identifier.ciencia-idC014-509B-D1DC
person.identifier.ciencia-id7E16-5ED4-ED6A
person.identifier.ciencia-id5D11-03DB-AB4F
person.identifier.orcid0000-0003-0801-2068
person.identifier.orcid0000-0002-8003-5291
person.identifier.orcid0000-0003-0994-1352
person.identifier.orcid0000-0001-5599-8355
person.identifier.orcid0000-0001-7448-0893
person.identifier.ridH-8658-2012
person.identifier.ridA-3006-2011
person.identifier.ridN-5456-2014
person.identifier.scopus-author-id7102746385
person.identifier.scopus-author-id6505770075
person.identifier.scopus-author-id22233327400
person.identifier.scopus-author-id36856362300
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsembargoedAccesspt_PT
rcaap.typearticlept_PT
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