Tetrahedron

Delocalization resonance energy of the allylic radical from the geometrical isomerization of hexa-1, 3, 5-trienes

WE Doering, GH Beasley

Index: Doering,W. von E.; Beasley,G.H. Tetrahedron, 1973 , vol. 29, p. 2231 - 2243

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Citation Number: 47

Abstract

Thermal cis, trans geometrical isomerization theoretically involves a 90° twisted, singlet diradical-like transition state which may serve as a base for the examination of structural perturbations. Although thermal rearrangement of hexa-1, trans-3, 5-triene (and all-trans octa-2, 4, 6-triene) to the cis isomer cannot be followed directly owing to subsequent cyclization and 1, 5 hydrogen shifts, activation parameters for disappearance have been ...