Abstract

Abstract The reaction of Nphenylsulfonyl-3,5-di-t-butylphenylaminyl radical (2) with unsaturated aromatic and aliphatic hydrocarbons has been carried out in degassed benzene at 75°C. The reactions of 2 with unsaturated aromatic hydrocarbons gave 1:1, 1:2, and 2:1 adducts of 2 and the hydrocarbons in fair to good yields. On the other hand, in the reactions of 2 with unsaturated aliphatic hydrocarbons, hydrogen-abstraction by 2 from the hydrocarbons was the major reaction. In the reaction with 2-methylpropene, a product indicating the addition of 2 to 2-methylpropene was isolated in a 16% yield. On the basis of these results the reactivity of 2 is discussed and compared with that of structurally related N(4-chlorophenylthio)-3,5-di-t-butylphenylaminyl radical.

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