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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
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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. |
format | Online Article Text |
id | pubmed-9070657 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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