Abstract

AbstractThe light induced ring closure reactions of diphenylamine and N‐methyldiphenylamine, which lead to the formation of carbazole and N‐methylcarbazole respectively, have been investigated.From the measurements of quantum yields at different oxygen pressures, flash and sensitisation experiments, it was concluded, that in both cases the reaction proceeds via the triplet state. However, a detailed study of both reaction pathways in degassed and undegassed solutions revealed marked differences in the photochemical behaviour of the two compounds.A radical mechanism for the carbazole production and the formation of N‐methylcarbazole via dihydro‐N‐methylcarbazole is discussed.

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