Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction

Detalhes bibliográficos
Autor(a) principal: Librando, Ivy L.
Data de Publicação: 2021
Outros Autores: Mahmoud, Abdallah G., Carabineiro, Sónia A. C., da Silva, M. Fátima C. Guedes, Maldonado-Hódar, Francisco J., 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/10362/134184
Resumo: PD/BD 135555/2018 IST-ID/263/2019
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spelling Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction1,2,3-triazolesAu nanoparticlesAzide-alkyneSupported catalystsCatalysisPhysical and Theoretical ChemistryPD/BD 135555/2018 IST-ID/263/2019A supported gold nanoparticle-catalyzed strategy has been utilized to promote a click chemistry reaction for the synthesis of 1,2,3-triazoles via the azide-alkyne cycloaddition (AAC) reaction. While the advent of effective non-copper catalysts (i.e., Ru, Ag, Ir) has demonstrated the catalysis of the AAC reaction, additional robust catalytic systems complementary to the copper catalyzed AAC remain in high demand. Herein, Au nanoparticles supported on Al2 O3, Fe2 O3, TiO2 and ZnO, along with gold reference catalysts (gold on carbon and gold on titania supplied by the World Gold Council) were used as catalysts for the AAC reaction. The supported Au nanoparticles with metal loadings of 0.7–1.6% (w/w relative to support) were able to selectively obtain 1,4-disubstituted-1,2,3-triazoles in moderate yields up to 79% after 15 min, under microwave irradiation at 150◦ C using a 0.5–1.0 mol% catalyst loading through a one-pot three-component (terminal alkyne, organohalide and sodium azide) procedure according to the “click” rules. Among the supported Au catalysts, Au/TiO2 gave the best results.LAQV@REQUIMTEDQ - Departamento de QuímicaRUNLibrando, Ivy L.Mahmoud, Abdallah G.Carabineiro, Sónia A. C.da Silva, M. Fátima C. GuedesMaldonado-Hódar, Francisco J.Geraldes, Carlos F. G. C.Pombeiro, Armando J. L.2022-03-09T23:24:26Z2021-12-312021-12-31T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10362/134184eng2073-4344PURE: 36052951https://doi.org/10.3390/catal12010045info: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:RCAAP2024-03-11T05:12:37Zoai:run.unl.pt:10362/134184Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:48:00.280377Repositório 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 Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
title Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
spellingShingle Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
Librando, Ivy L.
1,2,3-triazoles
Au nanoparticles
Azide-alkyne
Supported catalysts
Catalysis
Physical and Theoretical Chemistry
title_short Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
title_full Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
title_fullStr Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
title_full_unstemmed Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
title_sort Heterogeneous gold nanoparticle-based catalysts for the synthesis of click-derived triazoles via the azide-alkyne cycloaddition reaction
author Librando, Ivy L.
author_facet Librando, Ivy L.
Mahmoud, Abdallah G.
Carabineiro, Sónia A. C.
da Silva, M. Fátima C. Guedes
Maldonado-Hódar, Francisco J.
Geraldes, Carlos F. G. C.
Pombeiro, Armando J. L.
author_role author
author2 Mahmoud, Abdallah G.
Carabineiro, Sónia A. C.
da Silva, M. Fátima C. Guedes
Maldonado-Hódar, Francisco J.
Geraldes, Carlos F. G. C.
Pombeiro, Armando J. L.
author2_role author
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.
da Silva, M. Fátima C. Guedes
Maldonado-Hódar, Francisco J.
Geraldes, Carlos F. G. C.
Pombeiro, Armando J. L.
dc.subject.por.fl_str_mv 1,2,3-triazoles
Au nanoparticles
Azide-alkyne
Supported catalysts
Catalysis
Physical and Theoretical Chemistry
topic 1,2,3-triazoles
Au nanoparticles
Azide-alkyne
Supported catalysts
Catalysis
Physical and Theoretical Chemistry
description PD/BD 135555/2018 IST-ID/263/2019
publishDate 2021
dc.date.none.fl_str_mv 2021-12-31
2021-12-31T00:00:00Z
2022-03-09T23:24:26Z
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/10362/134184
url http://hdl.handle.net/10362/134184
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2073-4344
PURE: 36052951
https://doi.org/10.3390/catal12010045
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
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instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
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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