Chiral ionic liquids based on L-cysteine derivatives for asymmetric aldol reaction
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , |
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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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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7160 |
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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:RCAAP2024-05-22T18:05:47Zoai:run.unl.pt:10362/144473Portal AgregadorONGhttps://www.rcaap.pt/oai/openairemluisa.alvim@gmail.comopendoar:71602024-05-22T18:05:47Repositório 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 |
format |
article |
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 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
9 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 |
repository.mail.fl_str_mv |
mluisa.alvim@gmail.com |
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1817545892110008320 |