Logo do repositório
 
Publicação

Synthesis of a novel series of Cu(I) complexes bearing alkylated 1,3,5-triaza-7-phosphaadamantane as homogeneous and carbon-supported catalysts for the synthesis of 1-and 2-substituted-1,2,3-triazoles

2021-10-13Artigo científico Acesso aberto
Ver registo simples
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 AG
dc.date.accessioned2022-01-29T06:03:42Z
dc.date.available2022-01-29T06:03:42Z
dc.date.issued2021-10-13
dc.descriptionPD/BD 135555/2018 CO2usE-1801P.00867.1.01 (contract no. IST-ID/263/2019)
dc.description.abstractThe N-alkylation of 1,3,5-triaza-7-phosphaadamantane (PTA) with ortho-, meta-and para-substituted nitrobenzyl bromide under mild conditions afforded three hydrophilic PTA ammonium salts, which were used to obtain a new set of seven water-soluble copper(I) complexes. The new compounds were fully characterized and their catalytic activity was investigated for the low power microwave assisted one-pot azide–alkyne cycloaddition reaction in homogeneous aqueous medium to obtain disubstituted 1,2,3-triazoles. The most active catalysts were immobilized on activated carbon (AC), multi-walled carbon nanotubes (CNT), as well as surface functionalized AC and CNT, with the most efficient support being the CNT treated with nitric acid and NaOH. In the presence of the immobilized catalyst, several 1,4-disubstituted-1,2,3-triazoles were obtained from the reaction of terminal alkynes, organic halides and sodium azide in moderate yields up to 80%. Furthermore, the catalyzed reaction of terminal alkynes, formaldehyde and sodium azide afforded 2-hydroxymethyl-2H-1,2,3-triazoles in high yields up to 99%. The immobilized catalyst can be recovered and recycled through simple workup steps and reused up to five consecutive cycles without a marked loss in activity. The described catalytic systems proceed with a broad substrate scope, under microwave irradiation in aqueous medium and according to “click rules”.en
dc.description.versionpublishersversion
dc.description.versionpublished
dc.format.extent20563993
dc.identifier.doi10.3390/nano11102702
dc.identifier.issn2079-4991
dc.identifier.otherPURE: 34511189
dc.identifier.otherPURE UUID: e3f3ef77-ebd7-4d40-b43a-00f53912f5aa
dc.identifier.otherScopus: 85116995410
dc.identifier.otherPubMed: 34685140
dc.identifier.otherPubMedCentral: PMC8537716
dc.identifier.otherWOS: 000713683400001
dc.identifier.otherORCID: /0000-0001-9913-4671/work/107245861
dc.identifier.urihttp://hdl.handle.net/10362/131845
dc.identifier.urlhttps://www.scopus.com/pages/publications/85116995410
dc.language.isoeng
dc.peerreviewedyes
dc.relationinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00100%2F2020/PT
dc.relationCentro de Química Estrutural
dc.relationAssociated Laboratory for Green Chemistry - Clean Technologies and Processes
dc.relationAssociated Laboratory for Green Chemistry - Clean Technologies and Processes
dc.relationNot Available
dc.relationinfo:eu-repo/grantAgreement/FCT/CEEC INST 2018/CEECINST%2F00102%2F2018%2FCP1567%2FCT0001/PT
dc.subjectAzide-Alkyne cycloaddition
dc.subjectCarbon nanotubes
dc.subjectClick chemistry
dc.subjectCopper complexes
dc.subjectP-ligands
dc.subjectPTA
dc.subjectSupported catalysis
dc.subjectGeneral Chemical Engineering
dc.subjectGeneral Materials Science
dc.titleSynthesis of a novel series of Cu(I) complexes bearing alkylated 1,3,5-triaza-7-phosphaadamantane as homogeneous and carbon-supported catalysts for the synthesis of 1-and 2-substituted-1,2,3-triazolesen
dc.typejournal article
degois.publication.issue10
degois.publication.titleNanomaterials
degois.publication.volume11
dspace.entity.typePublication
oaire.awardNumberUIDB/00100/2020
oaire.awardNumberUIDB/50006/2020
oaire.awardNumberUIDP/50006/2020
oaire.awardNumberCEECINST/00102/2018/CP1567/CT0001
oaire.awardTitleCentro de Química Estrutural
oaire.awardTitleAssociated Laboratory for Green Chemistry - Clean Technologies and Processes
oaire.awardTitleAssociated Laboratory for Green Chemistry - Clean Technologies and Processes
oaire.awardTitleNot Available
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F00100%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F50006%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F50006%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/CEEC INST 2018/CEECINST%2F00102%2F2018%2FCP1567%2FCT0001/PT
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStreamCEEC INST 2018
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccess
relation.isProjectOfPublicationb3f15c93-266a-4ec5-8235-acc94f6a17c2
relation.isProjectOfPublicationadc84c24-ba1d-4bcd-b753-2128ce9a5faa
relation.isProjectOfPublication4d9a4d40-4803-4f3a-976b-d6eaaef42510
relation.isProjectOfPublication6f46e6ae-f2a2-41d6-8aa9-ab10c4fa8058
relation.isProjectOfPublication.latestForDiscovery4d9a4d40-4803-4f3a-976b-d6eaaef42510

Ficheiros

Principais
A mostrar 1 - 1 de 1
Miniatura
Nome:
nanomaterials_11_02702_v2.pdf
Tamanho:
19.61 MB
Formato:
Adobe Portable Document Format
Ver/Abrir

Coleções

FCT: DQ - Artigos em revista internacional com arbitragem científica