On the regioselectivity of the nucleophilic aromatic photosubstitution of 4-nitroanisole. A dual mechanistic pathway

Albert Cantos, Jorge Marquet, Marcial Moreno-Mañas

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13 Citations (Scopus)

Abstract

4-Nitroanisole photoreacts with n-hexylamine and ethyl glycinate giving rise to regioselective methoxy and nitro group photosubstitutions respectively. Mechanistic evidences indicate the last is produced through a SN23Ar* reaction whereas the first arises from a radical ion pair via electron transfer from the amine to a 4-nitroanisole triplet excited state. © 1989.
Original languageEnglish
Pages (from-to)2423-2426
JournalTetrahedron Letters
Volume30
Issue number18
DOIs
Publication statusPublished - 1 Jan 1989

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