On the Mechanism of Arene??Catalyzed Lithiation: The Role of Arene Dianions—Naphthalene Radical Anion versus Naphthalene Dianion

M Yus, RP Herrera, A Guijarro

Index: Yus, Miguel; Herrera, Raquel P.; Guijarro, Albert Chemistry - A European Journal, 2002 , vol. 8, # 11 p. 2574 - 2584

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Citation Number: 115

Abstract

Abstract The use of lithium and a catalytic amount of an arene is a well-established methodology for the preparation of organolithium reagents that manifest greater reactivity than the classical lithium–arene solutions. In order to rationalize this conduct, the participation of a highly reduced species, the dianion, is proposed and its reactivity explored. Studies of kinetics and of distribution of products reveal that the electron-transfer (ET) ...