Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction

Detalhes bibliográficos
Autor(a) principal: Zalewska, Karolina
Data de Publicação: 2022
Outros Autores: Zakrzewska, Małgorzata E., Branco, Luís C.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10362/144473
Resumo: POCI-01-0145-FEDER–007265 PTDC/QUI-QOR/32406/2017 022161
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spelling Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reactionAldol reactionsAsymmetric catalysisChiral ionic liquidsCysteine derivativesOrganocatalystsCatalysisPhysical and Theoretical ChemistryPOCI-01-0145-FEDER–007265 PTDC/QUI-QOR/32406/2017 022161Structure, and consequently properties, of ionic liquids can be easily tailored by changing cation/anion combinations and/or attaching functional groups. By grafting enantiopure moieties to the framework of ionic liquid it is possible to prepare bioinspired chiral molecules that can serve as a reaction medium, additive or even asymmetric catalyst. In this context, new chiral ionic liquids (CILs), based on biomolecules, such as aminoacids (L-cysteine derivatives), have been synthesised and tested in asymmetric aldol condensation of aldehydes and ketones. The best results were obtained for CILs composed of S-methyl-L-cysteine cation and bis(trifluoromethane)sulfonimide anion, in the reaction of 2-or 4-nitrobenzaldehyde with acetone or cyclohexanone, giving the aldol product in moderate yields 70–76% and high ee values (up to 96%).LAQV@REQUIMTEDQ - Departamento de QuímicaRUNZalewska, KarolinaZakrzewska, Małgorzata E.Branco, Luís C.2022-10-04T22:15:03Z2022-01-012022-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article9application/pdfhttp://hdl.handle.net/10362/144473eng2073-4344PURE: 46265546https://doi.org/10.3390/catal12010047info: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:RCAAP2024-03-11T05:24:08Zoai:run.unl.pt:10362/144473Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:51:35.332412Repositório 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 Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
title Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
spellingShingle Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
Zalewska, Karolina
Aldol reactions
Asymmetric catalysis
Chiral ionic liquids
Cysteine derivatives
Organocatalysts
Catalysis
Physical and Theoretical Chemistry
title_short Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
title_full Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
title_fullStr Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
title_full_unstemmed Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
title_sort Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
author Zalewska, Karolina
author_facet Zalewska, Karolina
Zakrzewska, Małgorzata E.
Branco, Luís C.
author_role author
author2 Zakrzewska, Małgorzata E.
Branco, Luís C.
author2_role author
author
dc.contributor.none.fl_str_mv LAQV@REQUIMTE
DQ - Departamento de Química
RUN
dc.contributor.author.fl_str_mv Zalewska, Karolina
Zakrzewska, Małgorzata E.
Branco, Luís C.
dc.subject.por.fl_str_mv Aldol reactions
Asymmetric catalysis
Chiral ionic liquids
Cysteine derivatives
Organocatalysts
Catalysis
Physical and Theoretical Chemistry
topic Aldol reactions
Asymmetric catalysis
Chiral ionic liquids
Cysteine derivatives
Organocatalysts
Catalysis
Physical and Theoretical Chemistry
description POCI-01-0145-FEDER–007265 PTDC/QUI-QOR/32406/2017 022161
publishDate 2022
dc.date.none.fl_str_mv 2022-10-04T22:15:03Z
2022-01-01
2022-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10362/144473
url http://hdl.handle.net/10362/144473
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 2073-4344
PURE: 46265546
https://doi.org/10.3390/catal12010047
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eu_rights_str_mv openAccess
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