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Electrochemical Reactions and Mechanisms in Organic Chemistry
book

Electrochemical Reactions and Mechanisms in Organic Chemistry

by J. Grimshaw
December 2000
Intermediate to advanced
416 pages
11h 19m
English
Elsevier Science
Content preview from Electrochemical Reactions and Mechanisms in Organic Chemistry
CHAPTER 4

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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Publisher Resources

ISBN: 9780080530727