Ketalization of ketones to 1,3-dioxolanes and concurring self-aldolization catalyzed by an amorphous, hydrophilic SiO2-SO3H catalyst under microwave irradiation
| Autor(a) principal: | |
|---|---|
| Data de Publicação: | 2018 |
| Outros Autores: | , , , , , , , , , |
| 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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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:29462024-08-05T16:38:56.193688Repositório 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 |
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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 |
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Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
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|
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1808128683180818432 |