''N''-Oxoammonium salt
N-Oxoammonium salts in organic chemistry are a class of organic compounds sharing a functional group with the general structure R1R2N+=O X− where X− is the counterion. They are isoelectronic with carbonyls and structurally related to aldoximes (hydroxylamines) and aminoxyl (nitroxide) radicals, with which they can interconvert via a series of redox steps.
The N-oxoammonium salts are used for oxidation of alcohols to carbonyl groups,[1] as well as other forms of oxoammonium-catalyzed oxidations. The stable radical TEMPO reacts via its N-oxoammonium salt.
See also
- Nitrone – structurally related, the N-oxide of an imine
References
- ↑ Bobbitt, James M.; Brückner, Christian; Merbouh, Nabyl (2010). "Oxoammonium- and Nitroxide-Catalyzed Oxidations of Alcohols". Organic Reactions: 103–424. doi:10.1002/0471264180.or074.02.
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