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Sweet chiral porphyrins as singlet oxygen sensitizers for asymmetric Type II photooxygenation

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Sweet chiral porphyrins as singlet oxygen sensitizers for asymmetric Type II photooxygenation

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dc.contributor.author Griesbeck, Axel G. es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.contributor.author Uhlig, Johannes es_ES
dc.date.accessioned 2013-09-04T11:26:02Z
dc.date.available 2013-09-04T11:26:02Z
dc.date.issued 2011
dc.identifier.issn 1474-905X
dc.identifier.uri http://hdl.handle.net/10251/31762
dc.description.abstract Carbohydrate-decorated meso-tetraarylporphyrins P-G and P-C were synthesized via Lewis-acid catalyzed condensation of acetylated carbohydrate-substituted benzaldehydes and pyrrole. Their efficiency of singlet oxygen production was compared with the corresponding non-substituted porphyrin. The oxidation of the spin trap molecule TEMP (2,2,6,6-tetramethyl-4-piperidone) by singlet oxygen to TEMPO was measured by ESR spectroscopy, showing higher reaction rates for the sugar porphyrins. These results were corroborate by laser flash photolysis measurements that resulted in higher triplet lifetimes of glucosyl-and cellobiosyl porphyrins in comparison with tetrakis(4-hydroxyphenyl) porphyrin. Low ee was detected in the photooxygenation of ethyl tiglate. es_ES
dc.description.sponsorship The financial support by the Deutsche Forschungsgemeinschaft (DFG) is acknowledged. J.U. thanks the Alder foundation for a half-year research stay in Valencia. en_EN
dc.language Inglés es_ES
dc.publisher Royal Society of Chemistry es_ES
dc.relation.ispartof Photochemical & Photobiological Sciences Photochemical and Photobiological Sciences es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject CYCLODEXTRIN-SANDWICHED PORPHYRIN es_ES
dc.subject POLYSTYRENE BEADS es_ES
dc.subject MOLECULAR-OXYGEN es_ES
dc.subject METHYLENE-BLUE es_ES
dc.subject PHOTOOXIDATION es_ES
dc.subject OXIDATION es_ES
dc.subject SULFIDES es_ES
dc.subject PHOTOSENSITIZERS es_ES
dc.subject PHOTOCHEMISTRY es_ES
dc.subject CONVENIENT es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Sweet chiral porphyrins as singlet oxygen sensitizers for asymmetric Type II photooxygenation es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c1pp05052d
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Griesbeck, AG.; Miranda Alonso, MÁ.; Uhlig, J. (2011). Sweet chiral porphyrins as singlet oxygen sensitizers for asymmetric Type II photooxygenation. Photochemical & Photobiological Sciences Photochemical and Photobiological Sciences. 10(9):1431-1435. doi:10.1039/c1pp05052d es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://dx.doi.org/10.1039/c1pp05052d es_ES
dc.description.upvformatpinicio 1431 es_ES
dc.description.upvformatpfin 1435 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 10 es_ES
dc.description.issue 9 es_ES
dc.relation.senia 197864
dc.contributor.funder Deutsche Forschungsgemeinschaft es_ES
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