Royal Society Open Science (Mar 2024)

Nitrodiazene oxides: a unique nitrogen- and oxygen-containing functional group

  • Nicholas F. Scherschel,
  • Davin G. Piercey

DOI
https://doi.org/10.1098/rsos.231935
Journal volume & issue
Vol. 11, no. 3

Abstract

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Nitrogen-/oxygen-containing functional groups (N/O groups) may be found in a wide variety of areas such as agriculture, drug design and energetic materials. Exploring the chemistry and synthesis of N/O groups is desirable as compounds containing their functionality may prove to be invaluable in a variety of fields. A unique N/O functional group which may offer additional insight into the design of high-heteroatom content systems is the 2-nitrodiazene-1-N-oxide group (NDO group). While unique on their own, NDOs combine the well-known azoxy (N(O)=N) and nitro (–NO2) groups into a single unique N/O functional group. Although NDOs may offer superior densities and enthalpies of formations relative to their nitro counterparts, NDOs have been significantly less investigated than their nitro-bearing counterparts. This work will discuss NDOs in chemical literature from their initial discovery to modern synthesis techniques, energetic properties and chemical stability.

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