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Influence of the Framework Topology on the Reactivity of Chiral Pyrrolidine Units Inserted in Different Porous Organosilicas

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Influence of the Framework Topology on the Reactivity of Chiral Pyrrolidine Units Inserted in Different Porous Organosilicas

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dc.contributor.author Llopis-Perez, Sebastian es_ES
dc.contributor.author Velty, Alexandra es_ES
dc.contributor.author DÍAZ MORALES, URBANO MANUEL es_ES
dc.date.accessioned 2020-11-17T04:33:02Z
dc.date.available 2020-11-17T04:33:02Z
dc.date.issued 2019-08 es_ES
dc.identifier.uri http://hdl.handle.net/10251/155134
dc.description.abstract [EN] Three families of organosiliceous materials with different structuration level, order, and textural properties (non-ordered, M41S, and SBA-15 type materials) were prepared incorporating in their structural framework chiral pyrrolidine units with variable content. Likewise, non-ordered mesoporous hybrid solids were obtained through a sol-gel process in a fluoride medium, while M41S and SBA-15 type materials were obtained through micellar routes in the presence of long-chain neutral surfactants or block copolymers. Thanks to appropriate characterization studies and catalytic tests for the Michael addition between butyraldehyde and beta-nitrostyrene, we showed how the void shapes and sizes present in the structure of hybrid materials control the diffusion of reactants and products, as well as confine transition states and reactive intermediates. The best catalytic results, considering activity and enantioselectivity, were achieved in the presence of a non-ordered material, NOH-Pyr-5%, which exhibited the highest Brunauer-Emmett-Teller (BET) area, with a 96% yield and a 82% ee for the Michael adduct. es_ES
dc.description.sponsorship This research was funded by the Spanish Government(MAT2017-82288-C2-1-P), Severo Ochoa Excellence Program (SEV-2016-0683), and MULTY2HYCAT (EU-Horizon 2020 funded project under grant agreement no. 720783). S. Ll. is thankful for the predoctoral fellowship from MINECO for financial support (BES-2015-072627). es_ES
dc.language Inglés es_ES
dc.publisher MDPI AG es_ES
dc.relation.ispartof Catalysts es_ES
dc.rights Reconocimiento (by) es_ES
dc.subject Hybrid materials es_ES
dc.subject Heterogeneous catalysts es_ES
dc.subject Mesoporous organosilicas es_ES
dc.subject Chirality es_ES
dc.subject Michael addition es_ES
dc.title Influence of the Framework Topology on the Reactivity of Chiral Pyrrolidine Units Inserted in Different Porous Organosilicas es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.3390/catal9080654 es_ES
dc.relation.projectID info:eu-repo/grantAgreement/EC/H2020/720783/EU/MULTI-site organic-inorganic HYbrid CATalysts for MULTI-step chemical processes/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//BES-2015-072627/ES/BES-2015-072627/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2016-0683/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/MAT2017-82288-C2-1-P/ES/MATERIALES HIBRIDOS MULTIFUNCIONALES BASADOS EN NANO-UNIDADES ESTRUCTURALES ACTIVAS/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.description.bibliographicCitation Llopis-Perez, S.; Velty, A.; Díaz Morales, UM. (2019). Influence of the Framework Topology on the Reactivity of Chiral Pyrrolidine Units Inserted in Different Porous Organosilicas. Catalysts. 9(8):1-21. https://doi.org/10.3390/catal9080654 es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.3390/catal9080654 es_ES
dc.description.upvformatpinicio 1 es_ES
dc.description.upvformatpfin 21 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 9 es_ES
dc.description.issue 8 es_ES
dc.identifier.eissn 2073-4344 es_ES
dc.relation.pasarela S\403575 es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
dc.contributor.funder Agencia Estatal de Investigación es_ES
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