Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction
Autor(a) principal: | |
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Data de Publicação: | 2023 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10362/152218 |
Resumo: | Funding Information: The authors acknowledge LabRMN at FCT-UNL and Rede Nacional de RMN (RNRMN) for access to the facilities. The NMR spectrometers are part of The National NMR Facility, supported by FCT (ROTEIRO/0031/2013—PINFRA/22161/2016) (co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). Data Mass Spectrometry obtained by the Laboratório de Análises/LAQV REQUIMTE—Chemistry department FCT University NOVA of Lisbon. The SCXR determinations were performed in house (equipment financed by national funds through project RECI/BBBBEP/0124/2012 from FCT/MCTES). Publisher Copyright: © 2023 by the authors. |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Heteroleptic Copper Complexes as Catalysts for the CuAAC ReactionCounter-Ion Influence in Catalyst Efficiency1,2,3-triazolearyl-BIAN ligandsCuAACheteroleptic copper(I) complexesCatalysisEnvironmental Science(all)Physical and Theoretical ChemistryFunding Information: The authors acknowledge LabRMN at FCT-UNL and Rede Nacional de RMN (RNRMN) for access to the facilities. The NMR spectrometers are part of The National NMR Facility, supported by FCT (ROTEIRO/0031/2013—PINFRA/22161/2016) (co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). Data Mass Spectrometry obtained by the Laboratório de Análises/LAQV REQUIMTE—Chemistry department FCT University NOVA of Lisbon. The SCXR determinations were performed in house (equipment financed by national funds through project RECI/BBBBEP/0124/2012 from FCT/MCTES). Publisher Copyright: © 2023 by the authors.A series of nine cationic heteroleptic aryl-BIAN-copper(I) (BIAN = bis-iminoacenaphthene) complexes with the general formula [Cu((E-C6H4)2BIAN)(PPh3)2][X] (E = p-Me, p-iPr, o-iPr; X = BF4, OTf, NO3) 1X–3X were synthesized and fully characterized using several analytical techniques, including NMR spectroscopy and single-crystal X-ray diffraction. Except for complexes 2BF4 and 3BF4, which were already reported in our previous works, all remaining complexes are herein described for the first time. Two different strategies were used for the preparation of the complexes: complexes bearing BF4− or OTf− counter-ions (1BF4, 1OTf, 2OTf, and 3OTf) were obtained using the appropriate copper(I) precursors [Cu(NCMe)4][BF4] or [Cu(NCMe)4][OTf], whereas for derivatives 1NO3–3NO3, [Cu(PPh3)2NO3] was used. Their activity as catalysts for the copper azide-alkyne cycloaddition (CuAAC) was assessed alongside other high activity, previously reported Cu(I) complexes. Comparative studies to determine the influence of the counter-ion and of the aryl substituents were performed. All complexes behaved as active catalysts under neat reaction conditions, at 25 °C and in short reaction times without requiring the use of any additive, with complex 2NO3 being the most efficient derivative, along with other NO3−-bearing complexes.DQ - Departamento de QuímicaLAQV@REQUIMTEUCIBIO - Applied Molecular Biosciences UnitRUNViana, Maria S.Gomes, Clara S. B.Rosa, Vítor2023-04-27T22:19:24Z2023-02-102023-02-10T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article18application/pdfhttp://hdl.handle.net/10362/152218eng2073-4344PURE: 59490100https://doi.org/10.3390/catal13020386info: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:RCAAP2024-03-11T05:34:34Zoai:run.unl.pt:10362/152218Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:54:50.248972Repositório 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 |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction Counter-Ion Influence in Catalyst Efficiency |
title |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction |
spellingShingle |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction Viana, Maria S. 1,2,3-triazole aryl-BIAN ligands CuAAC heteroleptic copper(I) complexes Catalysis Environmental Science(all) Physical and Theoretical Chemistry |
title_short |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction |
title_full |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction |
title_fullStr |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction |
title_full_unstemmed |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction |
title_sort |
Heteroleptic Copper Complexes as Catalysts for the CuAAC Reaction |
author |
Viana, Maria S. |
author_facet |
Viana, Maria S. Gomes, Clara S. B. Rosa, Vítor |
author_role |
author |
author2 |
Gomes, Clara S. B. Rosa, Vítor |
author2_role |
author author |
dc.contributor.none.fl_str_mv |
DQ - Departamento de Química LAQV@REQUIMTE UCIBIO - Applied Molecular Biosciences Unit RUN |
dc.contributor.author.fl_str_mv |
Viana, Maria S. Gomes, Clara S. B. Rosa, Vítor |
dc.subject.por.fl_str_mv |
1,2,3-triazole aryl-BIAN ligands CuAAC heteroleptic copper(I) complexes Catalysis Environmental Science(all) Physical and Theoretical Chemistry |
topic |
1,2,3-triazole aryl-BIAN ligands CuAAC heteroleptic copper(I) complexes Catalysis Environmental Science(all) Physical and Theoretical Chemistry |
description |
Funding Information: The authors acknowledge LabRMN at FCT-UNL and Rede Nacional de RMN (RNRMN) for access to the facilities. The NMR spectrometers are part of The National NMR Facility, supported by FCT (ROTEIRO/0031/2013—PINFRA/22161/2016) (co-financed by FEDER through COMPETE 2020, POCI, and PORL and FCT through PIDDAC). Data Mass Spectrometry obtained by the Laboratório de Análises/LAQV REQUIMTE—Chemistry department FCT University NOVA of Lisbon. The SCXR determinations were performed in house (equipment financed by national funds through project RECI/BBBBEP/0124/2012 from FCT/MCTES). Publisher Copyright: © 2023 by the authors. |
publishDate |
2023 |
dc.date.none.fl_str_mv |
2023-04-27T22:19:24Z 2023-02-10 2023-02-10T00:00:00Z |
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/10362/152218 |
url |
http://hdl.handle.net/10362/152218 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
2073-4344 PURE: 59490100 https://doi.org/10.3390/catal13020386 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
18 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 |
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 |
repository.mail.fl_str_mv |
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1799138136605851648 |