title: Computational study and analysis of the kinetic isotope effects of the rearrangement of cis-bicyclo[4.2.0]oct-7-ene to cis,cis-cycloocta-1,3-diene.
abstract: [reaction: see text] On the basis of KIE experiments, the ring opening of cis-bicyclo[4.2.0.]oct-7-ene has been suggested as an anti-Woodward-Hoffmann reaction candidate. We hereby report the results of a high-level computational study of the alternate reaction pathways which proves that the energy profiles show a clear preference for the conrotatory (W-H allowed) ring opening followed by double-bond isomerization. Computed KIE values for the aforementioned mechanism are in good agreement with the experimental values.
authors: Departamento de Química Organica, Facultade de Química, Universidade de Vigo, Lagoas-Marcosende, Galicia, Spain.
authors: Carlos Silva
authors: CS
authors: López
authors: Olalla Nieto
authors: ON
authors: Faza
authors: Angel R
authors: AR
authors: de Lera