Tetrahedron

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

R Pleixats, J Marquet

Index: Pleixats, Roser; Marquet, Jorge Tetrahedron, 1990 , vol. 46, # 4 p. 1343 - 1352

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Citation Number: 11

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.