Tetrahedron

Metalations—XVI: Polylithiation at benzylic positions

J Klein, A Medlik, AY Meyer

Index: Klein,J. et al. Tetrahedron, 1976 , vol. 32, p. 51 - 56

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Citation Number: 45

Abstract

Metalation of mesitylene with butyllithium in hexane in the presence of tetramethylethylenediamine yields mono-, di-and trilithiated benzylic compounds (1–5), characterized as their silylated derivatives. Dilithiation occurred partly at the same but preferentially at different methyls. The symmetrical tris-1, 3, 5-(lithiomethylene) benzene was the main product. Similar metalation occurred with m-xylene. o-Xylene gave also ...