REDUCTIVE BOND CLEAVAGE PROCESSES - I
Dissociative Electron Transfer
When a single electron is transferred to a molecule with no π-bonds, it is accommodated in the lowest energy antibonding σ-orbital. Mechanistic studies of these reactions have employed substrates where the antibonding orbital is associated with a carbon-halogen bond or an oxygen-oxygen bond. The substrates give polarographic waves at a mercury or glassy carbon electrode due to the irreversible reduction process. Electron addition is associated with an antibonding orbital so the σ-bond becomes unstable. Electron addition and bond dissociation become synchronous. The radical-anion is not a transient intermediate during electron addition to an alkyl σ-bond and notional ...
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