Concept explainers
Interpretation:
The cycloaddition reaction involving two molecules of cyclopentene is as follows:
Whether the transition state is
Concept introduction:
The Diels-Alder reaction is a single step concerted reaction, whereby all of the bonds are formed and broken simultaneously. Thus, the reaction proceeds through a cyclic transition state, which makes it a pericyclic reaction. All Diels-Alder reactions involve the cyclic flow of six π electrons. The number of electrons is important because these electrons are delocalized over a complete ring in the transition state. Six electrons is a Hückel number of electrons (i.e., an odd number of pairs), and the species is aromatic when the electrons are delocalized over an entire ring. Thus, Diels-Alder reaction proceeds through an aromatic transition state.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning