4-Nitroveratrole is photosubstituted with n-hexylamine giving rise to two isomeric anilines, N-hexyl-2-methoxy-5-nitroaniline and N-hexyl-2-methoxy-4-nitroaniline. Mechanistic evidence indicates that the first is produced in an SN2Ar reaction through singlet and triplet excited states, whereas the second arises from a radical ion pair via electron transfer from the amine to a triplet excited state. © 1987.
|Publication status||Published - 1 Jan 1987|
Cantos, A., Marquet, J., & Moreno-Mañas, M. (1987). On the regioselectivity of the nucleophilic aromatic photosubstitution. The photoreaction of 4-nitroveratrole with n-hexylamine. Tetrahedron Letters, 28(36), 4191-4194. https://doi.org/10.1016/S0040-4039(00)95576-X