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n-butylpotassium: preparation, synthetic use and NMR properties in hexane and tetrahydrofuran solution

1986; Elsevier BV; Volume: 306; Issue: 1 Linguagem: Inglês

10.1016/s0022-328x(00)98942-3

1872-8561

Rafael Pi, Walter Bauer, Bernhard Brix, Christian Schade, Paul von Ragué Schleyer,

Chemical Synthesis and Analysis

Precipitated n-butylpotassium (BuK), prepared by metal—metal exchange between n-butyllithium and potassium-t-amylate, dissolves in hexane after addition of N,N,N′,N′-tetramethylethylenediamine (TMEDA). The homogeneous solution is an effective metallation reagent. High-field NMR studies in THF-d8 solution at low temperatures, considered alongside analogous data for alkyl-sodium derivatives, indicate that like the latter, BuK is monomeric under these conditions.