Reaction of azoalkanes with isolable cation radical salts

PS Engel, DM Robertson, JN Scholz…

Index: Engel, Paul S.; Robertson, Donald M.; Scholz, John N.; Shine, Henry J. Journal of Organic Chemistry, 1992 , vol. 57, # 23 p. 6178 - 6187

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Citation Number: 24

Abstract

(Th'+ ClO,-), tris (p-bromopheny1) aminium hexachloroantimonate (TE! PA'+ SbClJ, and TBPA'+ SbF {. The ether and olefin products, which are formed in high yield in CH2C12/MeOH solvent, are not those expected from the usual free-radical decomposition of azoalkanes but instead implicate carbocations. Although the reaction stoichiometry clearly requires 2 equiv of cation radical salt to one of azoalkane, the mechanism is not yet clearly ...