The photosubstitution of 2-fluoro-4-nitroanisole with n-hexylamine. Evidence of two different triplet excited states in a dual mechanistic pathway.

The photoreaction of 2-fluoro-4-nitroanisole with n-hexylamine gives rise to fluoride (major) and methoxy (minor) substitution. A continuous irradiation mechanistic study indicates that the first is produced through a SN23Ar* mechanism that Involves a π-π triplet excited state whereas the second is a consequence of n-π* triplet excited state chemistry via an electron transfer mechanism. © 1990.