X-Ray Structure Analysis of α-Lithiophenylacetonitrile · Lithium Diisopropyl amide· 2 Tetramethylethylenediamine—a “Quasi-Dianion Complex”


  • This work was supported by the Fonds der Chemischen Industrie and by the Deutsche Forschungsgemeinschaft. W.Z. gratefully acknowledges a “Graduiertenstipendium”.


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The authors report the first structural characterization of the adduct formed between a monoanion and a base, such as that formed by reaction of a carbon acid (here, phenylacetonitrile) with ≥2 molar equivalents of base (here, lithium diisopropylamide)— namely, “QUADAC” (1.2 TMEDA). It reacts as a “dianion” with alkyl halides and D2O to give dialkylated and dideuterated products, respectively.