“LiZn(TMP)3”, a zincate or a turbo-lithium amide reagent? : DOSY NMR spectroscopic evidence

Garcia-Alvarez, Pablo and Mulvey, Robert and Parkinson, John (2011) “LiZn(TMP)3”, a zincate or a turbo-lithium amide reagent? : DOSY NMR spectroscopic evidence. Angewandte Chemie, 50 (41). pp. 9668-9671. ISSN 0044-8249

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Abstract

DOSY NMR studies (see picture; TMP=2,2,6,6-tetramethylpiperidide; TMEDA=N,N,N′,N′-tetramethylethylenediamine) reveal the true nature of the synthetically useful basic mixture formed by reacting three equivalents of LiTMP with one of (TMEDA)⋅ZnCl2 in THF. Surprisingly, Zn(TMP)2 is just a spectator of the mutual interactions shown between LiTMP and the LiCl coproduct released from the transmetalation/“salt elimination” reaction.