“LiZn(TMP) 3 ”, a Zincate or a Turbo‐Lithium Amide Reagent? DOSY NMR Spectroscopic Evidence | Zendy

GarcíaÁlvarez Pablo | Zendy; Mulvey Robert E. | Zendy; Parkinson John A. | Zendy

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“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.

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