Chiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkenes
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Campo DC | Valor | Idioma |
---|---|---|
dc.contributor | Catálisis Estereoselectiva en Síntesis Orgánica (CESO) | es_ES |
dc.contributor.author | Ros Ñíguez, Diego | - |
dc.contributor.author | Guillena, Gabriela | - |
dc.contributor.author | Alonso, Diego A. | - |
dc.contributor.other | Universidad de Alicante. Departamento de Química Orgánica | es_ES |
dc.contributor.other | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica | es_ES |
dc.date.accessioned | 2017-11-15T10:42:35Z | - |
dc.date.available | 2017-11-15T10:42:35Z | - |
dc.date.issued | 2017-10-06 | - |
dc.identifier.citation | ACS Sustainable Chemistry & Engineering. 2017, 5(11): 10649-10656. doi:10.1021/acssuschemeng.7b02613 | es_ES |
dc.identifier.issn | 2168-0485 | - |
dc.identifier.uri | http://hdl.handle.net/10045/71254 | - |
dc.description.abstract | A catalytic system based on deep eutectic solvents (DESs) and chiral 2-amino benzimidazole organocatalysts is used to promote the enantioselective addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. This procedure avoids the use of toxic volitile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral molecules in a selective and efficient manner. Furthermore, the reaction can be performed on a large scale and recycling the catalytic system is possible for at least four times, leading to a clean, cheap, simple, and scalable procedure that meets most of the criteria required to be a green and sustainable process. Nuclear magnetic resonance studies have confirmed the key role of the hydrogen-bonding interactions between the DES and the chiral organocatalyst, which allow their recovery and the recyclability of the system. | es_ES |
dc.description.sponsorship | Spanish Ministerio de Economía, Industria y Competitividad (CTQ2015-66624-P). University of Alicante (UAUSTI16-03, AUSTI16-10, VIGROB-173, VIGROB-285). | es_ES |
dc.language | eng | es_ES |
dc.publisher | American Chemical Society | es_ES |
dc.rights | © 2017 American Chemical Society | es_ES |
dc.subject | Asymmetric organocatalysis | es_ES |
dc.subject | Benzimidazole | es_ES |
dc.subject | Deep eutectic solvents | es_ES |
dc.subject | Green chemistry | es_ES |
dc.subject | Conjugate addition | es_ES |
dc.subject.other | Química Orgánica | es_ES |
dc.title | Chiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkenes | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.peerreviewed | si | es_ES |
dc.identifier.doi | 10.1021/acssuschemeng.7b02613 | - |
dc.relation.publisherversion | http://dx.doi.org/10.1021/acssuschemeng.7b02613 | es_ES |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es_ES |
dc.relation.projectID | info:eu-repo/grantAgreement/MINECO//CTQ2015-66624-P | - |
Aparece en las colecciones: | INV - CESO - Artículos de Revistas |
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Archivo | Descripción | Tamaño | Formato | |
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2017_Ros_etal_ACSSustainableChemEng_final.pdf | Versión final (acceso restringido) | 1,53 MB | Adobe PDF | Abrir Solicitar una copia |
2017_Ros_etal_ACSSustainableChemEng_accepted.pdf | Accepted Manuscript (acceso abierto) | 487,32 kB | Adobe PDF | Abrir Vista previa |
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