Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction

Detalhes bibliográficos
Autor(a) principal: Martins, Guilherme B. C.
Data de Publicação: 2017
Outros Autores: Santos, Marcelo R. dos, Rodrigues, Marcus V. R., Sucupira, Renata Rodrigues, Meneghetti, Luisa, Monteiro, Adriano L., Suarez, Paulo Anselmo Ziani
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UnB
Texto Completo: http://repositorio.unb.br/handle/10482/30695
http://dx.doi.org/10.21577/0103-5053.20170051
Resumo: This work shows the modification of microcrystalline cellulose by the selective oxidation of primary hydroxyl groups to carboxylate groups by a 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO)-mediated system and its application as a heterogeneous ligand by ionic exchange with catalytic metals ions such as palladium, nickel and copper. Afterwards is described the application of the synthesized material as catalyst in coupling reactions such as Suzuki-Miyaura coupling and C−O bond formation reaction in different conditions, which are of great importance for the synthesis of drugs, natural products and new materials such as dendrimers, liquid crystals and polymers with magnetic and optical properties. The carboxyl cellulose matrix shows to have superior catalytic results as a ligand for all coupling reactions. Can be also highlighted the affinity of the carboxyl cellulose ligand in polar solvents such as water and alcohols and its application in mild conditions.
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spelling Martins, Guilherme B. C.Santos, Marcelo R. dosRodrigues, Marcus V. R.Sucupira, Renata RodriguesMeneghetti, LuisaMonteiro, Adriano L.Suarez, Paulo Anselmo Ziani2018-01-04T19:14:43Z2018-01-04T19:14:43Z2017-11MARTINS, Guilherme B. C. et al. Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction. Journal of the Brazilian Chemical Society, São Paulo, v. 28, n. 11, p. 2064-2072, nov. 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017001102064&lng=en&nrm=iso>. Acesso em: 1 fev. 2018. doi: http://dx.doi.org/10.21577/0103-5053.20170051.http://repositorio.unb.br/handle/10482/30695http://dx.doi.org/10.21577/0103-5053.20170051Sociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society - This is an Open Access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0). Fonte: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017001102064&lng=en&nrm=iso. Acesso em: 1 fev. 2018.info:eu-repo/semantics/openAccessCellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reactioninfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleOxidaçãoLigas (Metalurgia)Reações químicasThis work shows the modification of microcrystalline cellulose by the selective oxidation of primary hydroxyl groups to carboxylate groups by a 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO)-mediated system and its application as a heterogeneous ligand by ionic exchange with catalytic metals ions such as palladium, nickel and copper. Afterwards is described the application of the synthesized material as catalyst in coupling reactions such as Suzuki-Miyaura coupling and C−O bond formation reaction in different conditions, which are of great importance for the synthesis of drugs, natural products and new materials such as dendrimers, liquid crystals and polymers with magnetic and optical properties. The carboxyl cellulose matrix shows to have superior catalytic results as a ligand for all coupling reactions. Can be also highlighted the affinity of the carboxyl cellulose ligand in polar solvents such as water and alcohols and its application in mild conditions.Instituto de Química (IQ)Instituto de Química (IQ)engreponame:Repositório Institucional da UnBinstname:Universidade de Brasília (UnB)instacron:UNBORIGINALARTIGO_CelluloseOxidationUse.pdfARTIGO_CelluloseOxidationUse.pdfapplication/pdf469561http://repositorio2.unb.br/jspui/bitstream/10482/30695/1/ARTIGO_CelluloseOxidationUse.pdf309fe01f8b31e2a6e2bbd3f3c10c72b5MD51open access10482/306952023-10-20 11:04:02.338open accessoai:repositorio2.unb.br:10482/30695Biblioteca Digital de Teses e DissertaçõesPUBhttps://repositorio.unb.br/oai/requestopendoar:2023-10-20T14:04:02Repositório Institucional da UnB - Universidade de Brasília (UnB)false
dc.title.pt_BR.fl_str_mv Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
title Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
spellingShingle Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
Martins, Guilherme B. C.
Oxidação
Ligas (Metalurgia)
Reações químicas
title_short Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
title_full Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
title_fullStr Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
title_full_unstemmed Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
title_sort Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction
author Martins, Guilherme B. C.
author_facet Martins, Guilherme B. C.
Santos, Marcelo R. dos
Rodrigues, Marcus V. R.
Sucupira, Renata Rodrigues
Meneghetti, Luisa
Monteiro, Adriano L.
Suarez, Paulo Anselmo Ziani
author_role author
author2 Santos, Marcelo R. dos
Rodrigues, Marcus V. R.
Sucupira, Renata Rodrigues
Meneghetti, Luisa
Monteiro, Adriano L.
Suarez, Paulo Anselmo Ziani
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Martins, Guilherme B. C.
Santos, Marcelo R. dos
Rodrigues, Marcus V. R.
Sucupira, Renata Rodrigues
Meneghetti, Luisa
Monteiro, Adriano L.
Suarez, Paulo Anselmo Ziani
dc.subject.keyword.pt_BR.fl_str_mv Oxidação
Ligas (Metalurgia)
Reações químicas
topic Oxidação
Ligas (Metalurgia)
Reações químicas
description This work shows the modification of microcrystalline cellulose by the selective oxidation of primary hydroxyl groups to carboxylate groups by a 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO)-mediated system and its application as a heterogeneous ligand by ionic exchange with catalytic metals ions such as palladium, nickel and copper. Afterwards is described the application of the synthesized material as catalyst in coupling reactions such as Suzuki-Miyaura coupling and C−O bond formation reaction in different conditions, which are of great importance for the synthesis of drugs, natural products and new materials such as dendrimers, liquid crystals and polymers with magnetic and optical properties. The carboxyl cellulose matrix shows to have superior catalytic results as a ligand for all coupling reactions. Can be also highlighted the affinity of the carboxyl cellulose ligand in polar solvents such as water and alcohols and its application in mild conditions.
publishDate 2017
dc.date.issued.fl_str_mv 2017-11
dc.date.accessioned.fl_str_mv 2018-01-04T19:14:43Z
dc.date.available.fl_str_mv 2018-01-04T19:14:43Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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status_str publishedVersion
dc.identifier.citation.fl_str_mv MARTINS, Guilherme B. C. et al. Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction. Journal of the Brazilian Chemical Society, São Paulo, v. 28, n. 11, p. 2064-2072, nov. 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017001102064&lng=en&nrm=iso>. Acesso em: 1 fev. 2018. doi: http://dx.doi.org/10.21577/0103-5053.20170051.
dc.identifier.uri.fl_str_mv http://repositorio.unb.br/handle/10482/30695
dc.identifier.doi.pt_BR.fl_str_mv http://dx.doi.org/10.21577/0103-5053.20170051
identifier_str_mv MARTINS, Guilherme B. C. et al. Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reaction. Journal of the Brazilian Chemical Society, São Paulo, v. 28, n. 11, p. 2064-2072, nov. 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017001102064&lng=en&nrm=iso>. Acesso em: 1 fev. 2018. doi: http://dx.doi.org/10.21577/0103-5053.20170051.
url http://repositorio.unb.br/handle/10482/30695
http://dx.doi.org/10.21577/0103-5053.20170051
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