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 -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 sit...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2016-10, Vol.12 (1), p.2181-2188
Main Authors: Cantín, Ángel, Gomez, M Victoria, de la Hoz, Antonio
Format: Article
Language:English
Subjects:
catalysis
Chemistry
Diels–Alder
Full Research Paper
retro-Diels–Alder
zeolites
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Summary:Diels-Alder cycloaddition between cyclopentadiene and -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.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.12.208