Room temperature ionic liquids in asymmetric hetero-ene type reactions: Improving organocatalyst performance at lower temperatures

dc.creatorBisogno, Fabricio Román
dc.creatorFernández, María del Rosario
dc.creatorLassaletta, José María
dc.creatorde Gonzalo, Gonzalo
dc.date2021-01
dc.date.accessioned2023-08-31T00:25:18Z
dc.date.available2023-08-31T00:25:18Z
dc.identifierhttp://hdl.handle.net/11336/172965
dc.identifierBisogno, Fabricio Román; Fernández, María del Rosario; Lassaletta, José María; de Gonzalo, Gonzalo; Room temperature ionic liquids in asymmetric hetero-ene type reactions: Improving organocatalyst performance at lower temperatures; Molecular Diversity Preservation International; Molecules; 26; 2; 1-2021; 1-9
dc.identifier1420-3049
dc.identifierCONICET Digital
dc.identifierCONICET
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8543411
dc.descriptionRoom temperature ionic liquids (RTILs) have been widely used as (co)solvents in several catalytic processes modifying, in most of the cases, the catalyst activity and/or the selectivity for the studied reactions. However, there are just a few examples of their use in hydrogen bonding organocatalysis. In this paper, we show the positive effect of a set of imidazole-based ionic liquids ([bmim]BF4 and [hmim]PF6 ) in the enantioselective addition of formaldehyde tert-butylhydrazone to prochiral α-keto esters catalyzed by a sugar-based chiral thiourea. Reactions performed in the presence of low percentages of RTILs led to an increase of the catalyst activity, thereby making possible to work at lower temperatures. Thus, the chiral tert-butyl azomethyl tertiary alcohols could be obtained with moderate to good conversions and higher enantioselectivities for most of the studied substrates when using up to 30 vol% of [hmim]PF6 as a cosolvent in processes performed in toluene.
dc.descriptionFil: Bisogno, Fabricio Román. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
dc.descriptionFil: Fernández, María del Rosario. Universidad de Sevilla; España
dc.descriptionFil: Lassaletta, José María. Instituto de Investigaciones Químicas; España. Centro de Innovación en Química Avanzada; España
dc.descriptionFil: de Gonzalo, Gonzalo. Universidad de Sevilla; España
dc.formatapplication/pdf
dc.formatapplication/pdf
dc.languageeng
dc.publisherMolecular Diversity Preservation International
dc.relationinfo:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/1420-3049/26/2/355
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/10.3390/molecules26020355
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rightshttps://creativecommons.org/licenses/by/2.5/ar/
dc.subjectASYMMETRIC CATALYSIS
dc.subjectENE-TYPE REACTIONS
dc.subjectIONIC LIQUIDS
dc.subjectORGANOCATALYSIS
dc.subjectSOLVENT ENGINEERING
dc.subjectTERTIARY ALCOHOLS
dc.subjecthttps://purl.org/becyt/ford/1.4
dc.subjecthttps://purl.org/becyt/ford/1
dc.subjecthttps://purl.org/becyt/ford/2.4
dc.subjecthttps://purl.org/becyt/ford/2
dc.titleRoom temperature ionic liquids in asymmetric hetero-ene type reactions: Improving organocatalyst performance at lower temperatures
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


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