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The role of gold dopant in AP-Nb/MCF and AP-MCF on the Knoevenagel condensation of ethyl cyanoacetate with benzaldehyde and 2,4- dichlorobenzaldehyde

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dc.contributor.authorSobczaka, Izabela
dc.contributor.authorWolskia, Lukasz
dc.contributor.authorSiodlaa, Tomasz
dc.contributor.authorZiolek, María
dc.contributor.authorCalvino Casilda, Vanesa
dc.contributor.authorMartín Aranda, Rosa María
dc.date.accessioned2024-05-20T11:57:57Z
dc.date.available2024-05-20T11:57:57Z
dc.date.issued2019-03-15
dc.description.abstractThe Knoevenagel condensation with chlorine substituted benzaldehyde is difficult because of deactivation of aldehyde group. In this work we have shown that the activity of mesoporous cellular foams (MCF and Nb/MCF), modified with 3-aminopropyl-trimethoxysilane (AP) as a source of basicity, can be enhanced for this reaction by the anchoring of gold species. Gold species were loaded on amine modified materials towards Au/AP-MCF and Au/AP-Nb/MCF. Moreover, copper was used as a dopant for the latter sample giving rise to AuCu/AP/MCF. All these materials were characterized in details by different complementary techniques (N2 adsorption isotherms, TEM, UV–vis, TG/DTA, XPS, DFT calculations) which allowed the evaluation of states of all components of the catalysts. The interaction between niobium species and AP was evidenced to increase the stability of the basic modifier. This interaction was weakened by the introduction of gold and copper. The presence of both, negatively charged gold nanoparticles (NPs) and gold cations was crucial for the activation of 2,4-dichlorobenzaldehyde via the interaction with chlorine substituent atoms and aldehyde oxygen atoms as well as breaking of the “pseudo hydrogen bond” between aldehyde hydrogen atom and chlorine substituent, which destabilized the structure making it more active. Gold dopants did not influence significantly the condensation of ethyl cyanoacetate with benzaldehyde.en
dc.description.versionversión publicada
dc.identifier.doihttp://doi.org/10.1016/j.cattod.2018.07.035
dc.identifier.issn1873-4308
dc.identifier.urihttps://hdl.handle.net/20.500.14468/12765
dc.journal.titleCatalysis Today
dc.journal.volume325
dc.language.isoen
dc.publisherElsevier
dc.relation.centerFacultad de Ciencias
dc.relation.departmentQuímica Inorgánica y Química Técnica
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/deed.es
dc.subject.keywords3-Aminopropyl-trimethoxysilane (AP)/MCF
dc.subject.keywordsGold/copper dopants
dc.subject.keywordsKnoevenagel condensation
dc.subject.keywords2,4-Dichlorobenzaldehyde
dc.subject.keywordsEthyl cyanoacetate
dc.titleThe role of gold dopant in AP-Nb/MCF and AP-MCF on the Knoevenagel condensation of ethyl cyanoacetate with benzaldehyde and 2,4- dichlorobenzaldehydees
dc.typejournal articleen
dc.typeartículoes
dspace.entity.typePublication
relation.isAuthorOfPublication2c001973-924e-4c7c-a0b0-246e6b9a778e
relation.isAuthorOfPublicationbafbca28-7ba9-4a29-b350-ebdcbc2381bb
relation.isAuthorOfPublication.latestForDiscovery2c001973-924e-4c7c-a0b0-246e6b9a778e
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