Hydrazination nickel

Bis(l,2-diaminoethane)diaquacobalt(III) perchlorate, 1793 Bis(l,2-diaminoethane)dichlorocobalt(III) chlorate, 1786 Bis(l,2-diaminoethane)dichlorocobalt(III) perchlorate, 1787 c/ s-Bis(l,2-diaminoethane)dinitrocobalt(III) iodate, 1784 Bis(l,2-diaminoethane)dinitrocobalt(III) perchlorate, 1784 Bis(l,2-diaminoethane)hydroxooxorhenium(V) perchlorate, 1791 Bis(l,2-diaminopropane)-c/5-dichlorochromium(III) perchlorate, 2613 Bis(diethylenetriamine)cobalt(III) perchlorate, 3106 l,2-Bis(diphenylphosphino)ethanepalladium(II) perchlorate, 3864 Bis(hydrazine)diperchloratochromium(III) perchlorate, 4128 Bis(hydrazine)nickel perchlorate, 4069 Bis(hydrazine)tin(II) chloride, 4070 Bis(hydroxylamine)zinc chloride, 4067... 

The one-electron oxidation of a secondary amine results in the formation of a secondary aminium ion which on deprotonation gives an aminyl radical (Scheme 1). The nature of the final products derived from these intermediates dqiends very much on the structure of the substrate and the reaction conditions. If the amine has a hydrogen atom on the a-carbon atom the major products usually result from deprotonation at this a-position. With aromatic secondary amines, products can result from coupling of the delocalized radicals at a ring carbon atom. The formal dimerization of aminyl radicals shown in Scheme 21 is therefore not often a useful method of preparation of hydrazines. Nickel peroxide has been used to oxidize diphenylamine to tetraphenylhydrazine in moderate yield, and other secondary arylamines also give... 

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