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Chiral hybrid materials based on pyrrolidine building units to perform asymmetric Michael additions with high stereocontrol

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Chiral hybrid materials based on pyrrolidine building units to perform asymmetric Michael additions with high stereocontrol

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dc.contributor.author Llopis-Perez, Sebastian es_ES
dc.contributor.author Garcia Fernandez, Maria Teresa es_ES
dc.contributor.author Cantin, A. es_ES
dc.contributor.author Velty, Alexandra es_ES
dc.contributor.author Díaz Morales, Urbano Manuel es_ES
dc.contributor.author Corma Canós, Avelino es_ES
dc.date.accessioned 2020-07-07T03:33:00Z
dc.date.available 2020-07-07T03:33:00Z
dc.date.issued 2018-11-11 es_ES
dc.identifier.issn 2044-4753 es_ES
dc.identifier.uri http://hdl.handle.net/10251/147531
dc.description.abstract [EN] A new chiral mesoporous hybrid material was synthesized based on pyrrolidine units included in a siliceous framework, HybPyr, and integrated into the organic-inorganic structure, from a specific bis-silylated precursor. A fluoride sol-gel methodology under soft synthesis conditions and in the absence of sophisticated structural directing agents allowed the generation of a mesoporous architecture with a homogeneous distribution of active chiral moieties along the network. The hybrid material was studied by means of different characterization techniques (TGA, NMR and IR spectroscopy, chemical and elemental analyses, TEM, and textural measurements), verifying the stability and integrity of the asymmetric active sites in the solid. The hybrid material, HybPyr, is an excellent asymmetric heterogeneous and recyclable catalyst for enantioselective Michael addition of linear aldehydes to -nitrostyrene derivatives with high stereocontrol of the reaction products. es_ES
dc.description.sponsorship The authors are grateful for financial support from the Spanish Government by MAT2014-52085-C2-1-P, MAT2017-82288-C2-1-P and Severo Ochoa Excellence Program SEV-2016-0683. S. Ll. thanks predoctoral fellowships from MINECO for economical support (BES-2015-072627). The authors thank the MULTY2HYCAT (EU-Horizon 2020 funded project under grant agreement no. 720783). The European Union is also acknowledged by ERC-AdG-2014-671093-SynCatMatch. es_ES
dc.language Inglés es_ES
dc.publisher The Royal Society of Chemistry es_ES
dc.relation.ispartof Catalysis Science & Technology es_ES
dc.rights Reconocimiento - No comercial (by-nc) es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Chiral hybrid materials based on pyrrolidine building units to perform asymmetric Michael additions with high stereocontrol es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c8cy01650j es_ES
dc.relation.projectID info:eu-repo/grantAgreement/EC/H2020/671093/EU/MATching zeolite SYNthesis with CATalytic activity/ 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/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//MAT2014-52085-C2-1-P/ES/NUEVOS MATERIALES CON DIFERENTES CENTROS ACTIVOS INCORPORADOS EN POSICIONES ESPECIFICAS DE LA RED Y SU APLICACION PARA PROCESOS CATALITICOS MULTI-ETAPA Y NANOTECNOLOGICOS/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//SEV-2016-0683/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química 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.; Garcia Fernandez, MT.; Cantin, A.; Velty, A.; Díaz Morales, UM.; Corma Canós, A. (2018). Chiral hybrid materials based on pyrrolidine building units to perform asymmetric Michael additions with high stereocontrol. Catalysis Science & Technology. 8(22):5835-5847. https://doi.org/10.1039/c8cy01650j es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion https://doi.org/10.1039/c8cy01650j es_ES
dc.description.upvformatpinicio 5835 es_ES
dc.description.upvformatpfin 5847 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 8 es_ES
dc.description.issue 22 es_ES
dc.identifier.pmid 30713656 es_ES
dc.identifier.pmcid PMC6333262 es_ES
dc.relation.pasarela S\383037 es_ES
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
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