Metalation reactions—XVII: The dimetalation of branched olefins. The question of the aromaticity of the trimethylenemethane dianion and related derivatives

J Klein, A Medlik-Balan, AY Meyer, M Chorev

Index: Klein,J. et al. Tetrahedron, 1976 , vol. 32, p. 1839 - 1847

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Citation Number: 29

Abstract

Metalation of methallylbenzenes with BuLi gave dilithio derivatives which were dialkylated with methyl bromide. Derivatives of cross conjugated dianions are obtained preferentially to linear ones. The parent trimethylenemethane dianion2 was obtained by metalation of isobutene. Energies and atomic net charges of these and related molecules were calcualted. The question of the aromaticity of these systems is discussed.