Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) Peroxodisulfate: A Mild and Efficient Oxidant for Cleavage of Nitrogen Double Bonds and Oxidation of Alcohols under Anhydrous Conditions

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Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) peroxodisulfate (1), is readily prepared as an orange solid from commercially available 1,4-diazabicyclo[2.2.2]octane and potassium peroxodisulfate. This reagent easily converts hydrazones, semicarbazones, oximes, and alcohols to the corresponding carbonyl compounds with excellent yields.