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Direct decarboxylation of trifluoroacetates enabled by iron photocatalysis

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dc.contributor.authorFernández-García, Sara
dc.contributor.authorChantzakou, Veronika Olga
dc.contributor.authorJuliá Hernández, Francisco
dc.contributor.departmentQuímica Inorgánica
dc.date.accessioned2025-01-07T11:33:52Z
dc.date.available2025-01-07T11:33:52Z
dc.date.created2023-12-28
dc.description© 2023 The Authors. This manuscript version is made available under the CC-BY-NC 4.0 license http://creativecommons.org/licenses/by-nc/4.0/. This document is the Published version of a Published Work that appeared in final form in Angewandte Chemie International Edition. To access the final edited and published work see https://doi.org/10.1002/anie.202311984
dc.description.abstractTrifluoroacetates are the most abundant and accessible sources of trifluoromethyl groups, which are key components in pharmaceuticals and agrochemicals. The generation of trifluoromethyl reactive radicals from trifluoroacetates requires their decarboxylation, which is hampered by their high oxidation potential. This constitutes a major challenge for redox-based methods, because of the need to pair the redox potentials with trifluoroacetate. Here we report a strategy based on iron photocatalysis to promote the direct photodecarboxyla tion of trifluoroacetates that displays reactivity features that escape from redox limitations. Our synthetic design has enabled the use of trifluoroacetates for the trifluoromethylation of more easily oxidizable organic substrates, offering new opportunities for late-stage derivatization campaigns using chemical feedstocks, Earth-abundant catalysts, and visible-light.
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dc.identifier.citationAngew. Chem. Int. Ed. 2024, 63, e202311984
dc.identifier.doihttps://doi.org/10.1002/anie.202311984
dc.identifier.issnPrint: 1433-7851
dc.identifier.issnElectronic: 1521-3773
dc.identifier.urihttp://hdl.handle.net/10201/147944
dc.languageenges
dc.publisherWiley, Gesellschaft Deutscher Chemiker
dc.relationFinancial support provided by MCIN/AEI/10.13039/501100011033 and by “ESF Investing in your future” (PID2020-115408GA-I00 and RYC2018-024643-I to F.J.-H.; and PRE2021-099616 to S.F.-G.). Erasmus+ programme is also acknowledged for a mobility traineeship to V.O.C.
dc.relation.ispartofÁmbito del proyecto (Europeo, nacional o regional): Nacional Agencia/entidad financiadora: Agencia Estatal de Investigación Convocatoria: Proyectos Generación del Conocimiento 2020 Nombre del proyecto: ILUMINANDO LA CATÁLISIS CON METALES ABUNDANTES EN REACCIONES DE FOTODESCARBOXILACION Código: PID2020-115408GA-I00. Ámbito del proyecto (Europeo, nacional o regional): Nacional. Agencia/entidad financiadora: Agencia Estatal de Investigación, Convocatoria: Contratos Ramón y Cajal 2018 Nombre del proyecto: Organometallic chemistry: From synthesis to (photo)catalysis Código: RYC2018-024643-I
dc.relation.publisherversionhttps://onlinelibrary.wiley.com/doi/10.1002/anie.202311984
dc.rightsinfo:eu-repo/semantics/openAccesses
dc.rightsAtribución-NoComercial 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/*
dc.subjectDecarboxylationes
dc.subjectEarth-Abundant metalses
dc.subjectPhotocatalysises
dc.subjectRadicalses
dc.subjectTrifluoromethylationes
dc.subject.otherCDU::5 - Ciencias puras y naturales::54 - Químicaes
dc.titleDirect decarboxylation of trifluoroacetates enabled by iron photocatalysises
dc.typeinfo:eu-repo/semantics/articlees
dspace.entity.typePublicationes
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This is the peer reviewed version of the following article: Angew. Chem. Int. Ed. 2024, 63, e202311984, which has been published in final form at https://doi.org/10.1002/anie.202311984. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
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