Journal of Organometallic Chemistry

Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen

M Mąkosza, M Surowiec

Index: Makosza, Mieczyslaw; Surowiec, Marek Journal of Organometallic Chemistry, 2001 , vol. 624, # 1-2 p. 167 - 171

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Citation Number: 29

Abstract

Alkylation of nitroarenes with Grignard reagents via oxidative nucleophilic substitution of hydrogen (ONSH) can be efficiently executed with potasium permanganate in liquid ammonia as an oxidative system for the σH adducts. The addition of RMgX to ArNO2 of stoichiometry 1: 1 is accompanied with a redox process apparently of stoichiometry 2: 1. Because of that, real stoichiometry of the reaction between nitroarenes and Grignard ...