Premium
“LiZn(TMP) 3 ”, a Zincate or a Turbo‐Lithium Amide Reagent? DOSY NMR Spectroscopic Evidence
Author(s) -
GarcíaÁlvarez Pablo,
Mulvey Robert E.,
Parkinson John A.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201104297
Subject(s) - transmetalation , chemistry , zincate , tetramethylethylenediamine , amide , lithium amide , lithium (medication) , reagent , salt (chemistry) , medicinal chemistry , hexamethylphosphoramide , polymer chemistry , inorganic chemistry , organic chemistry , zinc , catalysis , medicine , endocrinology , enantioselective synthesis
LiCl counts! 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)⋅ZnCl 2 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.