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The l85-nm photolyses off E- and Z-1,2-diazacyclooct-1-enes (1) result mainly in denitrogenation, affording 1-hexene and cyclohexane in a 2:1 ratio. In comparison to the direct 350-nm photolyses the denitrogenation efficiencies are enhanced by 42- and 26-fold for the E- and Z-isomers, respectively. It is proposed that the photoisomerization (350 nm) takes place from the S 1 (n − ,π*)-state and the photodenitrogenation (185 nm) out of the S 2 -state.

Photoreluctant azoalkanes: 185-nm photolysis of E- and Z-diazacyclooct-2-ene