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

Sobczaka, Izabela, Calvino-Casildab, Vanesa, Wolskia, Lukasz, Siodlaa, Tomasz, Martín-Aranda, Rosa y Zioleka, Maria . (2019) 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. Catalysis Today, Volume 325, 15 March 2019, Pages 81-88


Título 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
Autor(es) Sobczaka, Izabela
Calvino-Casildab, Vanesa
Wolskia, Lukasz
Siodlaa, Tomasz
Martín-Aranda, Rosa
Zioleka, Maria
Materia(s) Química
Abstract The 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.
Palabras clave 3-Aminopropyl-trimethoxysilane (AP)/MCF
Gold/copper dopants
Knoevenagel condensation
2,4-Dichlorobenzaldehyde
Ethyl cyanoacetate
Editor(es) Elsevier
Fecha 2019-03-15
Formato application/pdf
Identificador bibliuned:DptoQIyQT-FCIE-Articulos-Rmmartin-0005
http://e-spacio.uned.es/fez/view/bibliuned:DptoQIyQT-FCIE-Articulos-Rmmartin-0005
DOI - identifier 10.1016/j.cattod.2018.07.035
ISSN - identifier 1873-4308
Nombre de la revista Catalysis Today
Número de Volumen 325
Página inicial 81
Página final 88
Publicado en la Revista Catalysis Today, Volume 325, 15 March 2019, Pages 81-88
Idioma eng
Versión de la publicación publishedVersion
Tipo de recurso Article
Derechos de acceso y licencia http://creativecommons.org/licenses/by-nc-nd/4.0
info:eu-repo/semantics/closedAccess
Tipo de acceso Acceso cerrado
Notas adicionales The registered version of this article, first published in Catalysis Today , is available online at the publisher's website: Elsevier, https://doi.org/10.1016/j.cattod.2018.07.035

 
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Creado: Thu, 25 Jan 2024, 21:43:26 CET