On the regioselectivity of the nucleophilic aromatic photosubstitution. The photoreaction of 4-nitroveratrole with n-hexylamine.

Albert Cantos; Jorge Marquet; Marcial Moreno-Mañas

doi:10.1016/S0040-4039(00)95576-X

On the regioselectivity of the nucleophilic aromatic photosubstitution. The photoreaction of 4-nitroveratrole with n-hexylamine.

Albert Cantos, Jorge Marquet, Marcial Moreno-Mañas

Department of Chemistry

Research output: Contribution to journal › Article › Research › peer-review

11 Citations (Scopus)

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	https://doi.org/10.1016/S0040-4039(00)95576-X
Publication status	Published - 1 Jan 1987

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title = "On the regioselectivity of the nucleophilic aromatic photosubstitution. The photoreaction of 4-nitroveratrole with n-hexylamine.",

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. {\textcopyright} 1987.",

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AU - Marquet, Jorge

AU - Moreno-Mañas, Marcial

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N2 - 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.

AB - 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.

U2 - 10.1016/S0040-4039(00)95576-X

DO - 10.1016/S0040-4039(00)95576-X

M3 - Article

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