29798-94-5Relevant articles and documents
AUTOXIDATION OF ADAMANTYLIDENEADAMANTANE IN A PROTIC SOLVENT. FACILE PROTON-INDUCED ELECTRON TRANSFER FROM THE OLEFIN TO OXYGEN
Akaba, Ryoichi,Sakuragi, Hirochika,Tokumaru, Katsumi
, p. 665 - 668 (1984)
Addition of trifluoroacetic acid to adamantylideneadamantane in dichloromethane solution under oxygen in the dark results in a rapid oxygenation of the olefin.The reaction is proposed to proceed through a mechanism involving proton-induced electon transfer from the olefin to oxygen giving its radical cation and a hydroperoxy radical followed by their subsequent reactions.