Electron-induced catalytic nucleophilic aromatic substitution

✍ Scribed by W.J.M. van Tilborg; C.J. Smit; J.J. Scheele

• Book ID: 104235985
• Publisher: Elsevier Science
• Year: 1977
• Tongue: French
• Weight: 206 KB
• Volume: 18
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)83694-7

✦ Synopsis

Anodic nucleophilic aromatic substitution suffers from the fact that usually the (mono-) substituted products exhibit lower oxidation potentials than the starting material. Polysubstitution therefore cannot be prevented unless conversion is restricted to rather low percentages.

Cathodic nucleophilic substitution, first reported by Sav&nt and coworkers', is not hampered by this drawback. Being furthermore catalytic in nature with respect to the electrons used, this interesting reaction seemed worth further investigation.