Introduction
Anodic substitution reactions are frequently defined by the equation shown below (Eq. 1). The substrate, R–E, is oxidized at the anode and is subsequently intercepted by a nucleophile, Nu. A host of nucleophiles have been utilized; some are listed beneath the equation. The chemistry has been the subject of a number of excellent reviews [1–4]. The following discussion is intended, therefore, to provide an overview of the chemistry rather than an in-depth review.
Examples and Technological Advancements
The two examples portrayed below, each occurring via different mechanistic pathways, give one a sense of the breadth of the chemistry. In the first (Eq. 2), different nucleophiles, viz., azide and methanol, add across a double bond [5]. The more nucleophilic of the pair adds to the less substituted carbon to afford a heteroatom-stabilized cation that is then intercepted by the second nucleophile, ultimately delivering the product (Eq. 3). The second example portrays the...
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Little, R.D. (2014). Anodic Substitutions. In: Kreysa, G., Ota, Ki., Savinell, R.F. (eds) Encyclopedia of Applied Electrochemistry. Springer, New York, NY. https://doi.org/10.1007/978-1-4419-6996-5_339
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