Abstract
A series of nitroaromatic compounds, containing Cl, Br, or tosyl groups at various positions, were synthesized and studied by pulse radiolysis in aqueous alcohol solutions. One-electron reduction of the compounds produces the anion radicals which then undergo an intramolecular electron transfer and eliminate X/sup -/ (Cl/sup -/, Br/sup -/, or TsO/sup -/). The rates of X/sup -/ elimination vary over six orders of magnitude and are affected by the C-X bond dissociation energies, the size and nature of the group bridging the X with the ..pi.. system, and the relative positions of these groups. Intramolecular electron transfer through space is also demonstrated.
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