Kinetic and Stereochemical Studies Concerning the Question of Nonclassical Free Radicals

Abstract

<p>The relative rates of tr-n-butyltin hydride reductions of several 7-halonorbornane derivatives have been obtained in search of evidence for the existence of non-classical free radicals. Reduction products were identified and the stereochemistry of reduction of 7-norbornenyl bromides was determined. Possible contributions to the relative rates by ground state effects were considered. The relative rates of reduction and reduction products provided evidence for the existence of non-classical free radicals.</p> <p>The synthesis of several polychlorinated norbornane derivatives is described. A study of the relative rates of reduction and reduction products of some of these compounds was carried out. Further evidence in support of non-classical free radicals was obtained.</p>