Ozonation of Monosubstituted Diazomethanes

Bailey, Philip S.; Reader, Arthur M.; Kolsaker, Per; White, Harold M.; Barborak, James C.

doi:10.1021/jo01020a036

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1976

1983

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“…These substrates include hydrocarbons,10-12 silanes,13 ethers,14•15 alcohols,11 amines,16-18 aldehydes,19•20 and diazo compounds. 21 While in most of these cases hydrotrioxides appear to be reasonable structures for ozonization intermediates, little experimental evidence has been available to confirm their existence and recently arguments have been put forth22 against their intermediacy in some hydrocarbon ozonizations. There is some evidence for the existence of the parent, nonorganic compound, hydrogen trioxide.…”

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confidence: 99%

Ozonization of organic substrates. Hydrotrioxide formation and decomposition to give singlet oxygen

Stary¹,

EMGE²,

Murray³

1976

J. Am. Chem. Soc.

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In the net sense, chemical and electrochemical oxidations of the ions [Ru(bpy)2(NFl2CH2R)2]2+ (NH2CH2R = allylamine, benzylamine, and zi-butylamine) occur by dehydrogenation at the amine ligands giving the corresponding bis(nitrile) complexes, [Ru(bpy)2(N=CR)2]2+. The reactions appear to proceed by initial oxidation of Ru(II) to Ru(III), followed by a series of stepwise dehydrogenation reactions which occur via imine intermediates.

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confidence: 99%