Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 4191-4194 |
| Journal | Tetrahedron Letters |
| Volume | 28 |
| Issue number | 36 |
| DOIs | |
| Publication status | Published - 1 Jan 1987 |
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Cite this
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