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
Autor(a) principal: | |
---|---|
Data de Publicação: | 2017 |
Outros Autores: | , , , , , |
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. |
id |
UNB_152e36e6d8579eae40bbaa1326996c69 |
---|---|
oai_identifier_str |
oai:repositorio.unb.br:10482/30695 |
network_acronym_str |
UNB |
network_name_str |
Repositório Institucional da UnB |
repository_id_str |
|
spelling |
Cellulose oxidation and the use of carboxyl cellulose metal complexes in heterogeneous catalytic systems to promote Suzuki-Miyaura coupling and C-O bond formation reactionOxidaçãoLigas (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)Sociedade Brasileira de Química2018-01-04T19:14:43Z2018-01-04T19:14:43Z2017-11info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfMARTINS, 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/10.21577/0103-5053.20170051Journal 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/openAccessMartins, Guilherme B. C.Santos, Marcelo R. dosRodrigues, Marcus V. R.Sucupira, Renata RodriguesMeneghetti, LuisaMonteiro, Adriano L.Suarez, Paulo Anselmo Zianiengreponame:Repositório Institucional da UnBinstname:Universidade de Brasília (UnB)instacron:UNB2023-10-20T14:04:02Zoai:repositorio.unb.br:10482/30695Repositório InstitucionalPUBhttps://repositorio.unb.br/oai/requestrepositorio@unb.bropendoar:2023-10-20T14:04:02Repositório Institucional da UnB - Universidade de Brasília (UnB)false |
dc.title.none.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.por.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.none.fl_str_mv |
2017-11 2018-01-04T19:14:43Z 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 |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.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. http://repositorio.unb.br/handle/10482/30695 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 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
reponame:Repositório Institucional da UnB instname:Universidade de Brasília (UnB) instacron:UNB |
instname_str |
Universidade de Brasília (UnB) |
instacron_str |
UNB |
institution |
UNB |
reponame_str |
Repositório Institucional da UnB |
collection |
Repositório Institucional da UnB |
repository.name.fl_str_mv |
Repositório Institucional da UnB - Universidade de Brasília (UnB) |
repository.mail.fl_str_mv |
repositorio@unb.br |
_version_ |
1814508187629387776 |