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Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction

Diels–Alder cycloaddition between cyclopentadiene and p-benzoquinone has been studied in the confined space of a pure silica zeolite Beta and the impact on reaction rate due to the concentration effect within the pore and diffusion limitations are discussed. Introduction of Lewis or Brønsted acid si...

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Autores principales: Cantín, Ángel, Gomez, M Victoria, de la Hoz, Antonio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5082480/
https://www.ncbi.nlm.nih.gov/pubmed/27829925
http://dx.doi.org/10.3762/bjoc.12.208
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author Cantín, Ángel
Gomez, M Victoria
de la Hoz, Antonio
author_facet Cantín, Ángel
Gomez, M Victoria
de la Hoz, Antonio
author_sort Cantín, Ángel
collection PubMed
description Diels–Alder cycloaddition between cyclopentadiene and p-benzoquinone has been studied in the confined space of a pure silica zeolite Beta and the impact on reaction rate due to the concentration effect within the pore and diffusion limitations are discussed. Introduction of Lewis or Brønsted acid sites on the walls of the zeolite strongly increases the reaction rate. However, contrary to what occurs with mesoporous molecular sieves (MCM-41), Beta zeolite does not catalyse the retro-Diels–Alder reaction, resulting in a highly selective catalyst for the cycloaddition reaction.
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spelling pubmed-50824802016-11-09 Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction Cantín, Ángel Gomez, M Victoria de la Hoz, Antonio Beilstein J Org Chem Full Research Paper Diels–Alder cycloaddition between cyclopentadiene and p-benzoquinone has been studied in the confined space of a pure silica zeolite Beta and the impact on reaction rate due to the concentration effect within the pore and diffusion limitations are discussed. Introduction of Lewis or Brønsted acid sites on the walls of the zeolite strongly increases the reaction rate. However, contrary to what occurs with mesoporous molecular sieves (MCM-41), Beta zeolite does not catalyse the retro-Diels–Alder reaction, resulting in a highly selective catalyst for the cycloaddition reaction. Beilstein-Institut 2016-10-13 /pmc/articles/PMC5082480/ /pubmed/27829925 http://dx.doi.org/10.3762/bjoc.12.208 Text en Copyright © 2016, Cantín et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Cantín, Ángel
Gomez, M Victoria
de la Hoz, Antonio
Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
title Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
title_full Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
title_fullStr Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
title_full_unstemmed Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
title_short Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
title_sort diels–alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-diels–alder reaction
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5082480/
https://www.ncbi.nlm.nih.gov/pubmed/27829925
http://dx.doi.org/10.3762/bjoc.12.208
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