Electron transfer induced dissociations of 2- and 4-alkyl cyclohexadienones

✍ Scribed by Andrew J. McCarroll; Joe A. Crayston; John C. Walton

• Book ID: 104205332
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 146 KB
• Volume: 59
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(03)00632-x

✦ Synopsis

Several 2-and 4-alkylcyclohexadienones were prepared and shown to accept electrons to produce ketyl radical anions that dissociated rapidly at room temperature to release carbon-centered radicals and an aromatic phenoxide type anion. In the PET process with benzyl-substituted cyclohexadienones, initiated with triethylamine, the benzyl radicals dimerised or abstracted an H-atom from solvent. In electrochemical reductions, and in reductions with alkali metals in liquid ammonia, the benzyl radicals were further reduced to anions.