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Bioinspired copper corrole and porphyrin catalysts for oxidation and hydrocarboxylation of alkanes

2025-12Artigo científico Acesso aberto
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dc.contributor.authorSantos, Carla I. M.
dc.contributor.authorRosa, Vitor
dc.contributor.authorNeves, M. Graça P. M. S.
dc.contributor.authorKirillov, Alexander M.
dc.contributor.authorKirillova, Marina V.
dc.contributor.institutionLAQV@REQUIMTE
dc.contributor.institutionDQ - Departamento de Química
dc.contributor.pblElsevier BV
dc.date.accessioned2025-10-28T21:42:52Z
dc.date.available2025-10-28T21:42:52Z
dc.date.issued2025-12
dc.descriptionFunding Information: This research work received the support from Fundação para a Ciência e Tecnologia (Portugal), Instituto Superior Técnico, and University of Aveiro. We are grateful to University of Aveiro, Instituto Superior Técnico (CQE-IST, Portugal), and FCT (Fundação para a Ciência e Tecnologia, Portugal) for research facilities and/or funding trough projects: LA/P/0008/2020, UIDP/50006/2020, PTDC/QUI-QIN/3898/2020, UIDB/00100/2020, UIDP/00100/2020, LA/P/0056/2020, UID/00100/2023, and 2022.05950.PTDC. The Portuguese NMR Network and research contracts REF.IST-ID/95/2018 and 2023.08400.CEECIND (C.I.M. Santos), and CEECIND/03708/2017 (M.V. Kirillova) are acknowledged. We thank Dr. T.A. Fernandes and Dr. A.M.M. Antunes for experimental assistance with mass spectrometry studies. We acknowledge the MINDlab: Molecular Design & Innovation Laboratory (MINDlab.pt). Publisher Copyright: © 2025 The Author(s)
dc.description.abstractThe development of novel bioinspired catalytic systems that are efficient in the mild oxidative transformation of alkanes remains an attractive research direction in the area of molecular catalysis. In the current study, three copper corrole/porphyrin complexes were synthesized, characterized, and evaluated as homogeneous catalysts in the oxidative transformation of cycloalkanes under mild conditions. New copper complexes of 5,10,15-tris(pentafluorophenyl)corrole and 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin derivatives bearing a hydroxyethoxy unit were obtained via the controlled nucleophilic substitution of para fluorine atom with ethylene glycol. The model catalytic processes include: (i) the oxidation of cycloalkanes with H2O2 into a mixture of cyclic ketones and alcohols, and (ii) the hydrocarboxylation of cycloalkanes in the CO/S2O82−/H2O system to generate cycloalkanecarboxylic acids as main products. Both model reactions occur under mild conditions (50−60 °C). Selectivity features, substrate and oxidant scope, and the effects of various reaction parameters were studied and discussed. The best catalysts were the copper corrole derivatives, the performance of which is slightly influenced by the presence of the ethylene glycol moiety. In particular, the copper(III) complex of 5,10,15-tris(pentafluorophenyl)corrole is an efficient catalyst for the mild oxidation and carboxylation of cycloalkanes. This work widens the types of Cu-based corrole/porphyrin derivatives that can be used as bioinspired catalytic systems.en
dc.description.versionpublishersversion
dc.description.versionpublished
dc.format.extent10
dc.format.extent2467294
dc.identifier.doi10.1016/j.mcat.2025.115470
dc.identifier.issn2468-8231
dc.identifier.otherPURE: 133113632
dc.identifier.otherPURE UUID: 89085eb5-e2ce-4b08-9006-16cdeb916bde
dc.identifier.otherScopus: 105015851341
dc.identifier.otherWOS: 001574928100003
dc.identifier.urihttp://hdl.handle.net/10362/189820
dc.identifier.urlhttps://www.scopus.com/pages/publications/105015851341
dc.identifier.urlhttps://www.webofscience.com/wos/woscc/full-record/WOS:001574928100003
dc.language.isoeng
dc.peerreviewedyes
dc.relationinfo:eu-repo/grantAgreement/FCT/Concurso para Atribuição do Estatuto e Financiamento de Laboratórios Associados (LA)/LA%2FP%2F0008%2F2020/PT
dc.relationinfo:eu-repo/grantAgreement/FCT/Concurso de avaliação no âmbito do Programa Plurianual de Financiamento de Unidades de I&D (2017%2F2018) - Financiamento Programático/UIDP%2F50006%2F2020/PT
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dc.relationCATCH4LIFE: Hydrothermal Catalysis & Methane Reactions for Life
dc.relationinfo:eu-repo/grantAgreement/FCT/Concurso de avaliação no âmbito do Programa Plurianual de Financiamento de Unidades de I&D (2017%2F2018) - Financiamento Programático/UIDP%2F00100%2F2020/PT
dc.relationinfo:eu-repo/grantAgreement/FCT/Concurso para Atribuição do Estatuto e Financiamento de Laboratórios Associados (LA)/LA%2FP%2F0056%2F2020/PT
dc.relationinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/2022.05950.PTDC/PT
dc.relationNot Available
dc.subjectBioinspired catalysis
dc.subjectCopper catalysts
dc.subjectCorroles and porphyrins
dc.subjectHomogeneous catalysis
dc.subjectOxidation reactions
dc.subjectCatalysis
dc.subjectProcess Chemistry and Technology
dc.subjectPhysical and Theoretical Chemistry
dc.titleBioinspired copper corrole and porphyrin catalysts for oxidation and hydrocarboxylation of alkanesen
dc.typejournal article
degois.publication.firstPage1
degois.publication.lastPage10
degois.publication.titleMolecular Catalysis
degois.publication.volume587
dspace.entity.typePublication
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oaire.fundingStreamConcurso para Atribuição do Estatuto e Financiamento de Laboratórios Associados (LA)
oaire.fundingStreamConcurso de avaliação no âmbito do Programa Plurianual de Financiamento de Unidades de I&D (2017/2018) - Financiamento Programático
oaire.fundingStreamConcurso para Financiamento de Projetos de Investigação Científica e Desenvolvimento Tecnológico em Todos os Domínios Científicos - 2020
oaire.fundingStreamConcurso de avaliação no âmbito do Programa Plurianual de Financiamento de Unidades de I&D (2017/2018) - Financiamento Base
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