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The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles

2021-02Artigo científico Acesso aberto
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dc.contributor.authorLibrando, Ivy L.
dc.contributor.authorMahmoud, Abdallah G.
dc.contributor.authorCarabineiro, Sónia A. C.
dc.contributor.authorGuedes Da Silva, M. Fátima C.
dc.contributor.authorGeraldes, Carlos F. G. C.
dc.contributor.authorPombeiro, Armando J. L.
dc.contributor.institutionLAQV@REQUIMTE
dc.contributor.institutionDQ - Departamento de Química
dc.contributor.pblMDPI - Multidisciplinary Digital Publishing Institute
dc.date.accessioned2021-02-16T23:30:30Z
dc.date.available2021-02-16T23:30:30Z
dc.date.issued2021-02
dc.descriptionThis research was funded by Fundação para a Ciência e a Tecnologia (FCT), Portugal, through project UIDB/00100/2020 of the Centro de Química Estrutural. It was also funded by national funds though FCT, under the Scientific Employment Stimulus-Institutional Call (CEECINST/ 00102/2018). We also acknowledge the Associate Laboratory for Green Chemistry—LAQV financed by national funds from FCT/MCTES (UIDB/50006/2020 and UIDP/50006/2020). I.L.L. is grateful to the CATSUS Ph.D. Program for her grant (PD/BD 135555/2018). AGM is grateful to Instituto Superior Técnico, Portugal for his post-doctoral fellowship through the project CO2usE-1801P.00867.1.01 (Contract No. IST-ID/263/2019). It was also supported by the RUDN University Strategic Academic Leadership Program.
dc.description.abstractA set of Cu(I) complexes with 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo-[3.3.1]nonane (DAPTA) phosphine ligands viz. [CuX(κP-DAPTA)3] (1: X = Br; 2: X = I) and [Cu(µ-X)((κP-DAPTA)2]2 (3: X = Br; 4: X = I) were immobilized on activated carbon (AC) and multi-walled carbon nanotubes (CNT), as well as on these materials after surface functionalization. The immobilized copper(I) complexes have shown favorable catalytic activity for the one-pot, microwave-assisted synthesis of 1,2,3-triazoles via the azide-alkyne cycloaddition reaction (CuAAC). The heterogenized systems with a copper loading of only 1.5-1.6% (w/w relative to carbon), established quantitative conversions after 15 min, at 80 °C, using 0.5 mol% of catalyst loading (relative to benzyl bromide). The most efficient supports concerning heterogenization were CNT treated with nitric acid and NaOH, and involving complexes 2 and 4 (in the same order, 2_CNT-ox-Na and 4_CNT-ox-Na). The immobilized catalysts can be recovered and recycled by simple workup and reused up to four consecutive cycles although with loss of activity.en
dc.description.versionpublishersversion
dc.description.versionpublished
dc.format.extent15
dc.format.extent3670787
dc.identifier.doi10.3390/catal11020185
dc.identifier.issn2073-4344
dc.identifier.otherPURE: 28113829
dc.identifier.otherPURE UUID: e9a85689-2a2e-4ba6-ae89-56977f1ce8a6
dc.identifier.otherScopus: 85100482090
dc.identifier.otherORCID: /0000-0001-9913-4671/work/88882682
dc.identifier.urihttp://hdl.handle.net/10362/111970
dc.identifier.urlhttps://www.scopus.com/pages/publications/85100482090
dc.language.isoeng
dc.peerreviewedyes
dc.subjectCarbon nanotubes
dc.subjectClick chemistry
dc.subjectCu(I) complexes
dc.subjectCuAAC
dc.subjectDAPTA ligands
dc.subjectMicrowave
dc.subjectPhosphine
dc.subjectTriazoles
dc.subjectCatalysis
dc.subjectPhysical and Theoretical Chemistry
dc.titleThe catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazolesen
dc.typejournal article
degois.publication.firstPage1
degois.publication.issue2
degois.publication.lastPage15
degois.publication.titleCatalysts
degois.publication.volume11
dspace.entity.typePublication
rcaap.rightsopenAccess

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