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Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength

Herein, a combination of heteropolyacids and ionic liquids as a catalytic system was studied for the Biginelli multicomponent reaction; the positive ionic liquid effect associated with the acidic strength of zeolite-supported heteropolyacids made this combination an efficient catalytic system for th...

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Detalles Bibliográficos
Autores principales: Freitas, Elon F., Souza, Roberto Y., Passos, Saulo T. A., Dias, José A., Dias, Silvia C. L., Neto, Brenno A. D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070657/
https://www.ncbi.nlm.nih.gov/pubmed/35528552
http://dx.doi.org/10.1039/c9ra03336j
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author Freitas, Elon F.
Souza, Roberto Y.
Passos, Saulo T. A.
Dias, José A.
Dias, Silvia C. L.
Neto, Brenno A. D.
author_facet Freitas, Elon F.
Souza, Roberto Y.
Passos, Saulo T. A.
Dias, José A.
Dias, Silvia C. L.
Neto, Brenno A. D.
author_sort Freitas, Elon F.
collection PubMed
description Herein, a combination of heteropolyacids and ionic liquids as a catalytic system was studied for the Biginelli multicomponent reaction; the positive ionic liquid effect associated with the acidic strength of zeolite-supported heteropolyacids made this combination an efficient catalytic system for the multicomponent synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives. The acidic strength effect was evaluated, and a range was determined in which the reaction provided better results. The mechanism of the reaction was also investigated in the presence and absence of ionic liquids, and two features of paramount importance were revealed: the mechanism could be tuned to proceed through only one reaction path among three possibilities and the kinetics of the reaction was significantly faster in the presence of an ionic liquid.
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spelling pubmed-90706572022-05-05 Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength Freitas, Elon F. Souza, Roberto Y. Passos, Saulo T. A. Dias, José A. Dias, Silvia C. L. Neto, Brenno A. D. RSC Adv Chemistry Herein, a combination of heteropolyacids and ionic liquids as a catalytic system was studied for the Biginelli multicomponent reaction; the positive ionic liquid effect associated with the acidic strength of zeolite-supported heteropolyacids made this combination an efficient catalytic system for the multicomponent synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives. The acidic strength effect was evaluated, and a range was determined in which the reaction provided better results. The mechanism of the reaction was also investigated in the presence and absence of ionic liquids, and two features of paramount importance were revealed: the mechanism could be tuned to proceed through only one reaction path among three possibilities and the kinetics of the reaction was significantly faster in the presence of an ionic liquid. The Royal Society of Chemistry 2019-08-29 /pmc/articles/PMC9070657/ /pubmed/35528552 http://dx.doi.org/10.1039/c9ra03336j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Freitas, Elon F.
Souza, Roberto Y.
Passos, Saulo T. A.
Dias, José A.
Dias, Silvia C. L.
Neto, Brenno A. D.
Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
title Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
title_full Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
title_fullStr Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
title_full_unstemmed Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
title_short Tuning the Biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
title_sort tuning the biginelli reaction mechanism by the ionic liquid effect: the combined role of supported heteropolyacid derivatives and acidic strength
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070657/
https://www.ncbi.nlm.nih.gov/pubmed/35528552
http://dx.doi.org/10.1039/c9ra03336j
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