Quenching of singlet oxygen by alkenes with a hindered double bond

Both the chemical reaction of oxidation and the physical deactivation of¹O₂ caused by the dimension of the exciting energy in vibrations of the C-H bonds of the molecule of the quenching agent play an important role in quenching of singlet oxygen by substituted adamantylidenenorbornanes with a hindered double bond. The substituents which shield the double bond have a stereoelectronic effect on the reaction of 1,2-cycloaddition of singlet oxygen. The almost total inhibition of the oxidation reaction is possible as a function of their position.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 286–289, February, 1990.We would like to thank B. M. Lerman and T. A. Belogaeva for synthesis of samples (II)-(IV).