Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation

Detalhes bibliográficos
Autor(a) principal: Barbosa, Sandro L.
Data de Publicação: 2018
Outros Autores: Ottone, Myrlene, De Almeida, Mainara T., Lage, Guilherme L.C., Almeida, Melina A.R., Nelson, David Lee, Dos Santos, Wallans T.P., Clososki, Giuliano C., Lopes, Norberto P., Klein, Stanlei I. [UNESP], Zanatta, Lucas D.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.21577/0103-5053.20180039
http://hdl.handle.net/11449/176495
Resumo: The amorphous, mesoporous SiO2-SO3H catalyst with a surface area of 115 m2 g-1 and 1.32 mmol H+ per g was very efficient for the protonation of ketones on a 10% (m/m) basis, and the catalyst-bound intermediates can be trapped by polyalcohols to produce ketals in high yields or suffer aldol condensations within minutes under low-power microwave irradiation. The same catalyst can easily reverse the ketalization reaction. Printed in Brazil-
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spelling Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiationKetal hydrolysisKetalizationProtonated ketonesSelf-aldolizationSulfonated silicaThe amorphous, mesoporous SiO2-SO3H catalyst with a surface area of 115 m2 g-1 and 1.32 mmol H+ per g was very efficient for the protonation of ketones on a 10% (m/m) basis, and the catalyst-bound intermediates can be trapped by polyalcohols to produce ketals in high yields or suffer aldol condensations within minutes under low-power microwave irradiation. The same catalyst can easily reverse the ketalization reaction. Printed in Brazil-Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)Departamento de Farmácia Universidade Federal Dos Vales Do Jequitinhonha e Mucuri (UFVJM), R. da Glória, 187, CentroDepartamento de Física e Química Faculdade de Ciências Farmacêuticas de Ribeirão Preto Universidade de São Paulo (USP), Av. do Café s/nDepartamento de Química Geral e Inorgânica Instituto de Química Universidade Estadual de São Paulo (Unesp), R. Prof. Francisco Degni, 55Laboratório de Química Bioinorgânica Departamento de Química Faculdade de Filosofia Ciências e Letras de Ribeirão Preto Universidade de São Paulo, Av. Bandeirantes, 3900Departamento de Química Geral e Inorgânica Instituto de Química Universidade Estadual de São Paulo (Unesp), R. Prof. Francisco Degni, 55Universidade Federal de Viçosa (UFV)Universidade de São Paulo (USP)Universidade Estadual Paulista (Unesp)Barbosa, Sandro L.Ottone, MyrleneDe Almeida, Mainara T.Lage, Guilherme L.C.Almeida, Melina A.R.Nelson, David LeeDos Santos, Wallans T.P.Clososki, Giuliano C.Lopes, Norberto P.Klein, Stanlei I. [UNESP]Zanatta, Lucas D.2018-12-11T17:21:01Z2018-12-11T17:21:01Z2018-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1663-1671application/pdfhttp://dx.doi.org/10.21577/0103-5053.20180039Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1663-1671, 2018.1678-47900103-5053http://hdl.handle.net/11449/17649510.21577/0103-5053.20180039S0103-505320180008016632-s2.0-85049001344S0103-50532018000801663.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society0,3570,357info:eu-repo/semantics/openAccess2023-11-01T06:13:54Zoai:repositorio.unesp.br:11449/176495Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-11-01T06:13:54Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
title Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
spellingShingle Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
Barbosa, Sandro L.
Ketal hydrolysis
Ketalization
Protonated ketones
Self-aldolization
Sulfonated silica
title_short Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
title_full Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
title_fullStr Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
title_full_unstemmed Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
title_sort Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
author Barbosa, Sandro L.
author_facet Barbosa, Sandro L.
Ottone, Myrlene
De Almeida, Mainara T.
Lage, Guilherme L.C.
Almeida, Melina A.R.
Nelson, David Lee
Dos Santos, Wallans T.P.
Clososki, Giuliano C.
Lopes, Norberto P.
Klein, Stanlei I. [UNESP]
Zanatta, Lucas D.
author_role author
author2 Ottone, Myrlene
De Almeida, Mainara T.
Lage, Guilherme L.C.
Almeida, Melina A.R.
Nelson, David Lee
Dos Santos, Wallans T.P.
Clososki, Giuliano C.
Lopes, Norberto P.
Klein, Stanlei I. [UNESP]
Zanatta, Lucas D.
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de Viçosa (UFV)
Universidade de São Paulo (USP)
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Barbosa, Sandro L.
Ottone, Myrlene
De Almeida, Mainara T.
Lage, Guilherme L.C.
Almeida, Melina A.R.
Nelson, David Lee
Dos Santos, Wallans T.P.
Clososki, Giuliano C.
Lopes, Norberto P.
Klein, Stanlei I. [UNESP]
Zanatta, Lucas D.
dc.subject.por.fl_str_mv Ketal hydrolysis
Ketalization
Protonated ketones
Self-aldolization
Sulfonated silica
topic Ketal hydrolysis
Ketalization
Protonated ketones
Self-aldolization
Sulfonated silica
description The amorphous, mesoporous SiO2-SO3H catalyst with a surface area of 115 m2 g-1 and 1.32 mmol H+ per g was very efficient for the protonation of ketones on a 10% (m/m) basis, and the catalyst-bound intermediates can be trapped by polyalcohols to produce ketals in high yields or suffer aldol condensations within minutes under low-power microwave irradiation. The same catalyst can easily reverse the ketalization reaction. Printed in Brazil-
publishDate 2018
dc.date.none.fl_str_mv 2018-12-11T17:21:01Z
2018-12-11T17:21:01Z
2018-08-01
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://dx.doi.org/10.21577/0103-5053.20180039
Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1663-1671, 2018.
1678-4790
0103-5053
http://hdl.handle.net/11449/176495
10.21577/0103-5053.20180039
S0103-50532018000801663
2-s2.0-85049001344
S0103-50532018000801663.pdf
url http://dx.doi.org/10.21577/0103-5053.20180039
http://hdl.handle.net/11449/176495
identifier_str_mv Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1663-1671, 2018.
1678-4790
0103-5053
10.21577/0103-5053.20180039
S0103-50532018000801663
2-s2.0-85049001344
S0103-50532018000801663.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of the Brazilian Chemical Society
0,357
0,357
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 1663-1671
application/pdf
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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