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The free radical chemistry of the azoxy group

Engel, PS
Duan, SM
He, SL
Tsvaygboym, K
Wang, CR
Wu, AY
Ying, YM
Smith, WB
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Arkat Usa Inc
Date
2003
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Abstract
The azoxy functional group, though relatively uncommon, is found in several natural products and in liquid crystalline compounds. Azoxyalkanes are generally very stable to heat and light and are not subject to attack by radicals. Intramolecular radical reactions, however, can lead to cyclic aminyl nitroxides and hydrazyls, which rearrange further or undergo fragmentation. The azoxy group greatly stabilizes an attached carbon-centered radical but the chemistry of the resulting alpha-azoxy radicals is not completely understood.
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Subject
azoxy
radical
aminyl nitroxide
hydrazonyloxide
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Department
Chemistry and Biochemistry
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