Cathodically activated nucleophilic aromatic substitution of hydrogen: A novel electrochemical mechanism

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Abstract

Cathodically activated nucleophilic aromatic substitution of hydrogen (SNArH) is reported for the first time; the 1,3,5-trinitrobenzene radical anion reacts with the nucleophile N-methylformamide leading to high yields of the σH-complex radical anion; this intermediate can be easily oxidised electrochemically by means of a three-electron mechanism giving rise to the nucleophilic aromatic substitution product (NASH product) in good yield. © 2002 The Royal Society of Chemistry.
Original languageEnglish
Pages (from-to)2638-2639
JournalChemical Communications
Volume2
Issue number22
DOIs
Publication statusPublished - 1 Jan 2002

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