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

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Abstract

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.
Original languageEnglish
Pages (from-to)1343-1352
JournalTetrahedron
Volume46
Issue number4
DOIs
Publication statusPublished - 1 Jan 1990

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