Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents

Detalhes bibliográficos
Autor(a) principal: Fonseca, Daniela P.
Data de Publicação: 2023
Outros Autores: Amorim, Ana C., Carreiro, Elisabete P., Ramalho, João P. Prates, Hermann, Gesine J., Federsel, Hans Jürgen, Duarte, Ana Rita C., Burke, Anthony J.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/158161
Resumo: © 2023 Wolters Kluwer Medknow Publications. All rights reserved.
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spelling Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solventsbetainecinchonidine-squaramidedeep eutectic solvent (DES)immobilizationorganocatalysisCatalysisBiomaterialsMaterials Science (miscellaneous)Organic Chemistry© 2023 Wolters Kluwer Medknow Publications. All rights reserved.The organocatalyst cinchonidine-squaramide was immobilized within three different deep eutectic solvents (DESs): betaine:D-sorbitol: water, betaine: D-xylitol:water, and betaine:D-mannitol:water and evaluated in a well-known asymmetric Michael addition. These reactions provided excellent yields (up to 99%) and enantioselectivities (upto 98%) using only 1 mol% of organocatalyst. It was also possible to achieve 9 cycles in reactions with DES (betaine:D-sorbitol:water), proving the high recyclability of this system. In the reactions realized with only 0.5 mol% of organocatalyst, it was possible to achieve 5 cycles, and the products were obtained with high yields (up to 95%) and excellent enantioselectivities (up to 94%), using DES (betaine:D-sorbitol:water).LAQV@REQUIMTEDQ - Departamento de QuímicaRUNFonseca, Daniela P.Amorim, Ana C.Carreiro, Elisabete P.Ramalho, João P. PratesHermann, Gesine J.Federsel, Hans JürgenDuarte, Ana Rita C.Burke, Anthony J.2023-09-22T22:17:01Z20232023-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article7application/pdfhttp://hdl.handle.net/10362/158161eng2509-9396PURE: 72177522https://doi.org/10.1055/a-2117-9971info: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:RCAAP2024-03-11T05:40:26Zoai:run.unl.pt:10362/158161Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:57:00.946843Repositório 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 Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
title Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
spellingShingle Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
Fonseca, Daniela P.
betaine
cinchonidine-squaramide
deep eutectic solvent (DES)
immobilization
organocatalysis
Catalysis
Biomaterials
Materials Science (miscellaneous)
Organic Chemistry
title_short Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
title_full Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
title_fullStr Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
title_full_unstemmed Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
title_sort Sustainable Organocatalyzed Enantioselective Catalytic Michael Additions in Betaine-Derived Deep Eutectic Solvents
author Fonseca, Daniela P.
author_facet Fonseca, Daniela P.
Amorim, Ana C.
Carreiro, Elisabete P.
Ramalho, João P. Prates
Hermann, Gesine J.
Federsel, Hans Jürgen
Duarte, Ana Rita C.
Burke, Anthony J.
author_role author
author2 Amorim, Ana C.
Carreiro, Elisabete P.
Ramalho, João P. Prates
Hermann, Gesine J.
Federsel, Hans Jürgen
Duarte, Ana Rita C.
Burke, Anthony J.
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv LAQV@REQUIMTE
DQ - Departamento de Química
RUN
dc.contributor.author.fl_str_mv Fonseca, Daniela P.
Amorim, Ana C.
Carreiro, Elisabete P.
Ramalho, João P. Prates
Hermann, Gesine J.
Federsel, Hans Jürgen
Duarte, Ana Rita C.
Burke, Anthony J.
dc.subject.por.fl_str_mv betaine
cinchonidine-squaramide
deep eutectic solvent (DES)
immobilization
organocatalysis
Catalysis
Biomaterials
Materials Science (miscellaneous)
Organic Chemistry
topic betaine
cinchonidine-squaramide
deep eutectic solvent (DES)
immobilization
organocatalysis
Catalysis
Biomaterials
Materials Science (miscellaneous)
Organic Chemistry
description © 2023 Wolters Kluwer Medknow Publications. All rights reserved.
publishDate 2023
dc.date.none.fl_str_mv 2023-09-22T22:17:01Z
2023
2023-01-01T00:00:00Z
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/10362/158161
url http://hdl.handle.net/10362/158161
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2509-9396
PURE: 72177522
https://doi.org/10.1055/a-2117-9971
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 7
application/pdf
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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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