239439-47-5Relevant articles and documents
Radical cyclization and fragmentation of azoxy compounds
Engel, Paul S.,He, Shu-Lin,Wang, Chengrong,Duan, Shaoming,Smith, William B.
, p. 6367 - 6374 (2007/10/03)
Photolysis of azoazoxyalkane 9 and thermolysis of β-azoxyperester 13 afford β-azoxy radicals 1 and 14, respectively. One reaction pathway of these radicals is cyclization to azoxy oxygen to form cyclic hydrazyl radicals 2 and 16 that fragment to a ketone or aldehyde plus hydrazonyl radical 3. The analogous hydrazyl radical 6 need not be invoked in the case of γ-azoxy radical 5, which instead undergoes a rare solution phase β- scission to lose ethylene. Surprisingly, the same β-scission was found in the 3,3-dimethyl-4-pentenyl radical (34), a hydrocarbon analogue of 5.
