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

Detalhes bibliográficos
Autor(a) principal: Librando, Ivy L.
Data de Publicação: 2021
Outros Autores: Mahmoud, Abdallah G., Carabineiro, Sónia A. C., Guedes Da Silva, M. Fátima C., Geraldes, Carlos F. G. C., Pombeiro, Armando J. L.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/111970
Resumo: This 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.
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spelling The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazolesCarbon nanotubesClick chemistryCu(I) complexesCuAACDAPTA ligandsMicrowavePhosphineTriazolesCatalysisPhysical and Theoretical ChemistryThis 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.A 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.LAQV@REQUIMTEDQ - Departamento de QuímicaRUNLibrando, Ivy L.Mahmoud, Abdallah G.Carabineiro, Sónia A. C.Guedes Da Silva, M. Fátima C.Geraldes, Carlos F. G. C.Pombeiro, Armando J. L.2021-02-16T23:30:30Z2021-022021-02-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article15application/pdfhttp://hdl.handle.net/10362/111970eng2073-4344PURE: 28113829https://doi.org/10.3390/catal11020185info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-03-11T04:55:44Zoai:run.unl.pt:10362/111970Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:42:02.525262Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
title The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
spellingShingle The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
Librando, Ivy L.
Carbon nanotubes
Click chemistry
Cu(I) complexes
CuAAC
DAPTA ligands
Microwave
Phosphine
Triazoles
Catalysis
Physical and Theoretical Chemistry
title_short The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
title_full The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
title_fullStr The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
title_full_unstemmed The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
title_sort The catalytic activity of carbon-supported Cu(I)-phosphine complexes for the microwave-assisted synthesis of 1,2,3-triazoles
author Librando, Ivy L.
author_facet Librando, Ivy L.
Mahmoud, Abdallah G.
Carabineiro, Sónia A. C.
Guedes Da Silva, M. Fátima C.
Geraldes, Carlos F. G. C.
Pombeiro, Armando J. L.
author_role author
author2 Mahmoud, Abdallah G.
Carabineiro, Sónia A. C.
Guedes Da Silva, M. Fátima C.
Geraldes, Carlos F. G. C.
Pombeiro, Armando J. L.
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv LAQV@REQUIMTE
DQ - Departamento de Química
RUN
dc.contributor.author.fl_str_mv Librando, Ivy L.
Mahmoud, Abdallah G.
Carabineiro, Sónia A. C.
Guedes Da Silva, M. Fátima C.
Geraldes, Carlos F. G. C.
Pombeiro, Armando J. L.
dc.subject.por.fl_str_mv Carbon nanotubes
Click chemistry
Cu(I) complexes
CuAAC
DAPTA ligands
Microwave
Phosphine
Triazoles
Catalysis
Physical and Theoretical Chemistry
topic Carbon nanotubes
Click chemistry
Cu(I) complexes
CuAAC
DAPTA ligands
Microwave
Phosphine
Triazoles
Catalysis
Physical and Theoretical Chemistry
description This 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.
publishDate 2021
dc.date.none.fl_str_mv 2021-02-16T23:30:30Z
2021-02
2021-02-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10362/111970
url http://hdl.handle.net/10362/111970
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2073-4344
PURE: 28113829
https://doi.org/10.3390/catal11020185
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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application/pdf
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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