Issue 38, 2014

Alkali metal salts of ditopic carbanionic carbenes as reagents for the synthesis of novel complexes of group 12 and 14 metals

Abstract

Reaction of the lithiated N-heterocyclic carbene [:C[N(2,6-iPr2C6H3)]2(CH)CLi]n (LiIPr) with KOtBu in diethylether (Et2O) afforded the novel organo-potassium compound [:C[N(2,6-iPr2C6H3)]2(CH)CK(THF)2] (KIPr·2THF). Both LiIPr and KIPr can be interpreted as ditopic carbanionic carbenes (or alkali metal salts of anionic “dicarbenes”) and are interesting precursors for the synthesis of novel metal complexes bearing carbanionic carbenes as ligands. Reaction of KIPr with M[N(SiMe3)2]2 (M = Zn, Sn) afforded salts of the anionic three coordinate complexes [M{C(CH)[N(2,6-iPr2C6H3)]2C:}{N(SiMe3)2}2] (M = Zn (1) and Sn (2)). Contrasting reactivity was observed for the other group 14 bis-amide compounds M[N(SiMe3)2]2 (M = Ge, Pb), which initially appear to yield analogous 1 : 1 complexes (M = Ge (3) and Pb (4)), however over time give rise to compounds bearing two ditopic carbanionic carbenes ([M{C(CH)[N(2,6-iPr2C6H3)]2C:}2{N(SiMe3)2}]; Ge (5) and Pb (6)) and the tris-amide anions ([M{N(SiMe3)3}]), presumably via a Schlenk-type equilibrium. Compounds 5 and 6 can be directly synthesized by reacting M[N(SiMe3)2]2 (M = Ge, Pb) with two equivalents of KIPr, respectively.

Graphical abstract: Alkali metal salts of ditopic carbanionic carbenes as reagents for the synthesis of novel complexes of group 12 and 14 metals

Supplementary files

Article information

Article type
Paper
Submitted
31 Mar 2014
Accepted
01 May 2014
First published
06 May 2014

Dalton Trans., 2014,43, 14239-14248

Author version available

Alkali metal salts of ditopic carbanionic carbenes as reagents for the synthesis of novel complexes of group 12 and 14 metals

J. B. Waters and J. M. Goicoechea, Dalton Trans., 2014, 43, 14239 DOI: 10.1039/C4DT00954A

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