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

oleh: Justyna M. Żurek, Robert L. Rae, Martin J. Paterson, Magnus W. P. Bebbington

Format: Article
Diterbitkan: MDPI AG 2014-09-01

Deskripsi

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.