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.
- turbo-lithium amide reagent
- structure elucidation
- lithium chloride
- lithium zincates
Garcia-Alvarez, P., Mulvey, R., & Parkinson, J. (2011). “LiZn(TMP)3”, a zincate or a turbo-lithium amide reagent? DOSY NMR spectroscopic evidence. Angewandte Chemie, 50(41), 9668-9671. https://doi.org/10.1002/anie.201104297