Unusual Structure-Energy Correlations in Intramolecular Diels-Alder Reaction Transition States

Document Type

Article

Publication Date

10-1-2014

Abstract

Detailed analysis of calculated data from an experimental/computational study of intramolecular furan Diels-Alder reactions has led to the unusual discovery that the mean contraction of the newly forming C-C σ-bonds from the transition state to the product shows a linear correlation with both reaction Gibbs free energies and reverse energy barriers. There is evidence for a similar correlation in other intramolecular Diels-Alder reactions involving non-aromatic dienes. No such correlation is found for intermolecular Diels-Alder reactions.

DOI

10.3390/molecules191015535Final published version Open

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