Azoxy compounds deoxygenation

Divalent chromium reduces triple bonds to double bonds (trans where applicable) [195], enediones to diones [196], epoxides to alkenes [192] and aromatic nitroso, nitro and azoxy compounds to amines [190], deoxygenates amine oxides [191], and replaces halogens by hydrogen [197,198],... 

This section covers the deoxygenation of compounds containing the structural units (24) and (25). Compounds of the first type include not only aliphatic and aromatic azoxy compounds, but also heterocyclic compounds, such as pyridazine /V-oxides those of the second type include dimers of nitroso compounds and heterocycles, such as pyridazine 1,2-dioxides. 

The reaction of 619 with C-nitroso compounds gives azo- or azoxy compounds with A -nitroso compounds one obtains phosphorus heterocycles (e.g., 589) or elimination of HNO, and deoxygenated products are formed with nitrones or A -oxides. ° p-Nitroso-A A -dimethylaniline yields the unusual, purple 631. Sulfoxides are deoxygenated by 619, although some disulfide is formed. ... 

Irradiation of azoxy compounds in solution does not lead to production of radicals as it does with azoalkanes.Although gaseous azoxymethane 20 undergoes photofragmentation, the solution phase photoreactions of azoxy compounds 21 are ring closure to oxadiaziridines (22)," positional and geometric isomerization (23, and deoxygenation (25)." The... 

Benzeneseleninic anhydride oxidizes hydrazines to azo-compounds and hydrazones to acylazo-compounds. Azo-compounds have also been synthesized by photolysis of iminophosphoranes, reaction of hydrazones with allyl acetate under nickel catalysis/ reaction of A/-methyl-N-tosylhydrazones with amines/ and deoxygenation of azoxy-compounds/ ... 

Codeposition experiments have shown that vapors the early transition metals Ti, V, and Cr deoxygenate desulfurate organic compounds. Epoxides yield alkenes with these metal atoms. The early transition metals are generally more efficient for these types of reactions. Aminoxides and DMSO undergo deoxygenation, while nitro compounds and nitroarenes yield coupled azo and azoxy products ... 

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