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A non-metal and efficient electrochemical strategy for synthesizing a cyclo-N5 anion through TEMPO-catalysed selective C–N bond cleavage in aryl-pentazole has been established. This novel protocol features avoidance of metal catalysts, mild conditions, water as the sole oxygen source, and applicability to other N-arylzoles.

Graphical abstract: Electrosynthesis of a cyclo-N5− anion via TEMPO-mediated selective C–N bond cleavage in aryl-pentazole

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