Functionalized porphyrins from meso-poly-halogeno-alkyl-dipyrromethanes: synthesis and characterization

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datacite.alternateIdentifier.citationComptes Rendus Chimie, 24 (S3), 2021
datacite.alternateIdentifier.doi10.5802/crchim.97
datacite.alternateIdentifier.issn1878-1543
datacite.creatorJulliard, Paul Gabriel
datacite.creatorPascal, Simon
datacite.creatorSiri, Olivier
datacite.creatorCortés-Arriagada, Diego
datacite.creatorSanhueza, Luís Manuel
datacite.creatorCanard, Gabriel
datacite.date2021
datacite.rightsAcceso abierto
datacite.subjectAcyl Fluoride
datacite.subjectDipyrromethanes
datacite.subjectFormylation
datacite.subjectPhotophysics
datacite.subjectPorphyrins
datacite.titleFunctionalized porphyrins from meso-poly-halogeno-alkyl-dipyrromethanes: synthesis and characterization
datacite.title.alternativePorphyrines fonctionnalisées au départ de meso-poly-halogéno-alkyle-dipyrrométhanes. Synthèse et caractérisation
dc.contributor.authorSANHUEZA FRIGOLETT, JUAN MANUEL
dc.date.accessioned2025-10-06T14:21:47Z
dc.date.available2025-10-06T14:21:47Z
dc.description.abstractStarting from pyrrole-carbinol derivatives, a set of three optimized experimental conditions was used to prepare six dipyrromethanes (DPM) bearing meso-poly-halogeno-alkyl chains. On the one hand, the condensation of p-anisaldehyde and the DPMs bearing a perfluoroalkyl chain (CF₃, C₃F₇ or C₇F₁₅) produced, after oxidation, the expected trans-A₂B₂-porphyrins in reasonable yields. On the other hand, 5,15-diformyl-10,20-diarylporphyrin was directly obtained starting from the meso-(dichloromethyl)dipyrromethane, while traces of an unprecedented porphyrin bearing two meso-acyl fluoride groups were isolated from the use of the meso-(chlorodifluoromethyl)dipyrromethane. The straightforward formation of bis-formyl porphyrins is competitive compared to previously reported methods and has been extended to other benzaldehydes. The electron-withdrawing character of the different substituents appended to porphyrins is enlightened through a combination of photophysical, electrochemical, structural and theoretical studies. © 2021 Elsevier B.V., All rights reserved.
dc.description.ia_keywordmeso, porphyrins, bearing, starting, dipyrromethanes, poly, halogeno
dc.formatPDF
dc.identifier.issn1631-0748
dc.identifier.urihttps://repositoriodigital.uct.cl/handle/10925/6805
dc.language.isoen
dc.publisherAcademie Des Sciences
dc.relationinstname: ANID
dc.relationreponame: Repositorio Digital RI2.0
dc.rights.driverinfo:eu-repo/semantics/openAccess
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/cl/
dc.sourceComptes Rendus Chimie
dc.subject.ia_oecd1nCiencias Naturales
dc.subject.ia_oecd2nCiencias Físicas
dc.subject.ia_oecd3nQuímica
dc.type.driverinfo:eu-repo/semantics/article
dc.type.driverhttp://purl.org/coar/resource_type/c_2df8fbb1
dc.type.openaireinfo:eu-repo/semantics/publishedVersion
dspace.entity.typePublication
oaire.citationEdition2021
oaire.citationIssueS3
oaire.citationTitleComptes Rendus Chimie
oaire.citationVolume24
oaire.fundingReferenceECOS-Sud C19E07
oaire.fundingReferenceCNRS (Francia)
oaire.fundingReferenceMESRI (Francia)
oaire.fundingReferenceMEAE (Francia)
oaire.fundingReferenceANID FONDECYT 11181187 (Iniciación)
oaire.fundingReferenceCONICYT ANID FONDEQUIP EQM180180
oaire.licenseConditionObra bajo licencia Creative Commons Atribución 4.0 Internacional
oaire.licenseCondition.urihttps://creativecommons.org/licenses/by/4.0/
oaire.resourceTypeArtículo
oaire.resourceType.enArticle
relation.isAuthorOfPublicatione9afcfba-e767-447c-9c5b-9e98d0f12944
relation.isAuthorOfPublication.latestForDiscoverye9afcfba-e767-447c-9c5b-9e98d0f12944
uct.catalogadorjvu
uct.comunidadRecursos Naturalesen_US
uct.departamentoDepartamento de Ciencias Biológicas y Químicas
uct.facultadFacultad de Recursos Naturales
uct.indizacionScience Citation Index Expanded - SCIE
uct.indizacionScopus
uct.indizacionDOAJ
uct.indizacionChemical Abstracts Service (CAS)
uct.indizacionPubMed
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