Assessment of the organocatalytic activity of chiral l-Proline-based Deep Eutectic Solvents based on their structural features

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dc.contributorCatálisis Estereoselectiva en Síntesis Orgánica (CESO)es_ES
dc.contributorAlternative Methodologies In Chemistry (AMIC)es_ES
dc.contributor.authorTiecco, Matteo-
dc.contributor.authorAlonso, Diego A.-
dc.contributor.authorRos Ñíguez, Diego-
dc.contributor.authorCiancaleoni, Gianluca-
dc.contributor.authorGuillena, Gabriela-
dc.contributor.authorRamón, Diego J.-
dc.contributor.authorApio Bonillo, Alberto-
dc.contributor.authorGermani, Raimondo-
dc.contributor.otherUniversidad de Alicante. Departamento de Química Orgánicaes_ES
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Síntesis Orgánicaes_ES
dc.identifier.citationJournal of Molecular Liquids. 2020, 313: 113573. doi:10.1016/j.molliq.2020.113573es_ES
dc.identifier.issn0167-7322 (Print)-
dc.identifier.issn1873-3166 (Online)-
dc.description.abstractThe impact on the environment of polluting and volatile organic solvents represents nowadays a severe problem. In order to reduce the incidence on the environment of chemical applications, Deep Eutectic Solvents (DESs) represent a step ahead in this field thanks to their green properties. These novel liquids are formed by inter- and intra-molecular weak interactions between two species and they are synthesized by simply heating and mixing them without any solvent. These solvents also show interesting catalytic capabilities, since their properties are truly tuneable. In this paper, l-Proline-based Chiral Deep Eutectic Solvents (CDESs) were prepared and used as green and organocatalytic reaction media in a probe asymmetric Michael addition; in this reaction the l-Proline acts as solvent component as well as chiral organocatalyst. The results were analysed with NMR studies taking in account the availability of the l-Proline, considering the strength of the association of it with the counterpart of the liquids. With DFT studies, the geometry and energy of the adducts are shown and a qualitative rationale to the reaction stereoisomers distribution is given.es_ES
dc.description.sponsorshipThis work was supported by the University of Pisa through the PRA_2018_36 grant, and by the Spanish Ministerio de Ciencia, Innovación y Universidades (MICINN, PGC2018-096616-B-I00) and the University of Alicante (VIGROB-173).es_ES
dc.rights© 2020 Elsevier B.V.es_ES
dc.subjectDeep Eutectic Solventses_ES
dc.subjectGreen chemistryes_ES
dc.subjectAsymmetric organocatalysises_ES
dc.subjectActive solventses_ES
dc.subject.otherQuímica Orgánicaes_ES
dc.titleAssessment of the organocatalytic activity of chiral l-Proline-based Deep Eutectic Solvents based on their structural featureses_ES
Appears in Collections:INV - CESO - Artículos de Revistas
INV - AMIC - Artículos de Revistas

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