Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis

Detalhes bibliográficos
Autor(a) principal: Pereira, Joana R.
Data de Publicação: 2023
Outros Autores: Corvo, Marta C., Peixoto, Andreia F., Aguiar-Ricardo, Ana, Marques, M. Manuel B.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/150364
Resumo: Funding Information: The authors thank Fundação para a Ciência e Tecnologia (FC&T) for project PTDC/BII‐BIO/30884/2017 and EXPL/BII‐BIO/0436/2021. Authors also thank the support by the Associate Laboratory for Green Chemistry – LAQV, which is financed by national funds from i3 N (LA/P/0037/2020) . The National NMR Facility is supported by FC&T (ROTEIRO/0031/2013, co‐financed by FEDER through COMPETE 2020, POCI, and PORL and FC&T through PIDDAC) and CERMAX through project 022162. We thank Prof. Dr. Carlos A. M. Afonso from the Faculty of Pharmacy, ULisboa for the scientific discussions on the experiments carried out with furfuryl alcohol derivatives. Publisher Copyright: © 2023 The Authors. ChemCatChem published by Wiley-VCH GmbH.
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spelling Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond SynthesisBiomass valorizationHeterogeneous catalysisMWCNTRitter reactionSulfonic acidCatalysisPhysical and Theoretical ChemistryOrganic ChemistryInorganic ChemistryFunding Information: The authors thank Fundação para a Ciência e Tecnologia (FC&T) for project PTDC/BII‐BIO/30884/2017 and EXPL/BII‐BIO/0436/2021. Authors also thank the support by the Associate Laboratory for Green Chemistry – LAQV, which is financed by national funds from i3 N (LA/P/0037/2020) . The National NMR Facility is supported by FC&T (ROTEIRO/0031/2013, co‐financed by FEDER through COMPETE 2020, POCI, and PORL and FC&T through PIDDAC) and CERMAX through project 022162. We thank Prof. Dr. Carlos A. M. Afonso from the Faculty of Pharmacy, ULisboa for the scientific discussions on the experiments carried out with furfuryl alcohol derivatives. Publisher Copyright: © 2023 The Authors. ChemCatChem published by Wiley-VCH GmbH.Sulfonic acid carbon-(bio)based and natural clays-based catalysts were prepared and investigated for the first time as heterogeneous catalysts for amide bond synthesis by a Ritter reaction. The different SO3H-catalysts were screened using benzyl alcohol and acetonitrile as model substrates, and MWCNT-CSP revealed to be an efficient catalyst, affording the amide in 75 % yield. The practical utility of the catalysts was demonstrated by a diverse range of amides, obtained from alcohols and nitriles, in moderate to good yields. Biomass derived platform alcohols, such as 5-HMF and furfuryl alcohol, were also tested as potential building blocks for the synthesis of biopolymers. The SO3H-catalysts revealed to be a highly efficient and environmentally friendly alternative to the conventional acid catalysts commonly used in the Ritter reaction.DQ - Departamento de QuímicaLAQV@REQUIMTEDCM - Departamento de Ciência dos MateriaisCENIMAT-i3N - Centro de Investigação de Materiais (Lab. Associado I3N)RUNPereira, Joana R.Corvo, Marta C.Peixoto, Andreia F.Aguiar-Ricardo, AnaMarques, M. Manuel B.2023-03-10T22:54:46Z2023-01-292023-01-29T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article7application/pdfhttp://hdl.handle.net/10362/150364eng1867-3880PURE: 55292285https://doi.org/10.1002/cctc.202201318info: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:RCAAP2024-03-11T05:32:21Zoai:run.unl.pt:10362/150364Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:54:04.649380Repositório 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 Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
title Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
spellingShingle Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
Pereira, Joana R.
Biomass valorization
Heterogeneous catalysis
MWCNT
Ritter reaction
Sulfonic acid
Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
title_short Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
title_full Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
title_fullStr Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
title_full_unstemmed Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
title_sort Sulfonic Acid-Functionalized (Bio)Materials as Catalysts for Efficient Amide Bond Synthesis
author Pereira, Joana R.
author_facet Pereira, Joana R.
Corvo, Marta C.
Peixoto, Andreia F.
Aguiar-Ricardo, Ana
Marques, M. Manuel B.
author_role author
author2 Corvo, Marta C.
Peixoto, Andreia F.
Aguiar-Ricardo, Ana
Marques, M. Manuel B.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv DQ - Departamento de Química
LAQV@REQUIMTE
DCM - Departamento de Ciência dos Materiais
CENIMAT-i3N - Centro de Investigação de Materiais (Lab. Associado I3N)
RUN
dc.contributor.author.fl_str_mv Pereira, Joana R.
Corvo, Marta C.
Peixoto, Andreia F.
Aguiar-Ricardo, Ana
Marques, M. Manuel B.
dc.subject.por.fl_str_mv Biomass valorization
Heterogeneous catalysis
MWCNT
Ritter reaction
Sulfonic acid
Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
topic Biomass valorization
Heterogeneous catalysis
MWCNT
Ritter reaction
Sulfonic acid
Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
description Funding Information: The authors thank Fundação para a Ciência e Tecnologia (FC&T) for project PTDC/BII‐BIO/30884/2017 and EXPL/BII‐BIO/0436/2021. Authors also thank the support by the Associate Laboratory for Green Chemistry – LAQV, which is financed by national funds from i3 N (LA/P/0037/2020) . The National NMR Facility is supported by FC&T (ROTEIRO/0031/2013, co‐financed by FEDER through COMPETE 2020, POCI, and PORL and FC&T through PIDDAC) and CERMAX through project 022162. We thank Prof. Dr. Carlos A. M. Afonso from the Faculty of Pharmacy, ULisboa for the scientific discussions on the experiments carried out with furfuryl alcohol derivatives. Publisher Copyright: © 2023 The Authors. ChemCatChem published by Wiley-VCH GmbH.
publishDate 2023
dc.date.none.fl_str_mv 2023-03-10T22:54:46Z
2023-01-29
2023-01-29T00:00:00Z
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/10362/150364
url http://hdl.handle.net/10362/150364
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 1867-3880
PURE: 55292285
https://doi.org/10.1002/cctc.202201318
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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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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