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

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datacite.alternateIdentifier.citationCOMPTES RENDUS CHIMIE,Vol.24,27-45,2021
datacite.alternateIdentifier.doi10.5802/crchim.97
datacite.creatorJulliard, Paul Gabriel
datacite.creatorPascal, Simon
datacite.creatorSiri, Olivier
datacite.creatorCortes Arriagada, Diego
datacite.creatorSanhueza, Luis
datacite.creatorCanard, Gabriel
datacite.date2021
datacite.subject.englishDipyrromethanes
datacite.subject.englishPorphyrins
datacite.subject.englishFormylation
datacite.subject.englishAcyl fluoride
datacite.subject.englishPhotophysics
datacite.titleFunctionalized porphyrins from meso-poly-halogeno-alkyl-dipyrromethanes: synthesis and characterization
dc.date.accessioned2022-02-07T21:23:30Z
dc.date.available2022-02-07T21:23:30Z
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-A(2)B(2)-porphyrins in reasonable yields. On the other hand, 5.15-diformyl-10,20-diarylporphyrin was directly obtained starting from the nano(dichloromethyDdipyrromethane, while traces of an unprecedented porphyrin bearing two mesa-aryl 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.
dc.identifier.urihttps://repositoriodigital.uct.cl/handle/10925/4490
dc.language.isoen
dc.publisherACAD SCIENCES
dc.sourceCOMPTES RENDUS CHIMIE
oaire.resourceTypeArticle
uct.indizacionSCI
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