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Updated: Aug 16, 2025
A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Coordination and Stabilization of a Lithium Ion with a Silylene
Mohd Nazish1, Christina M Legendre1, Nico Graw1
1Institut für Anorganische Chemie, Universität Göttingen, Tammannstraße 4, 37077, Göttingen, Germany.
Abstract:
Herein, we report the stabilization of lithium-ion as the source of lithium to use as a trans-metalation reagent [{PhC(Nt Bu)2 Si(t Bu)Li}2 I(t BuN)2 CPh] (1). The reaction of 3 equivalents of the LSit Bu (L=PhC(Nt Bu)2 ) and lithium iodide at low temperature leads to a silylene stabilized lithium-ion with an additional coordination of amidinate ligand. Compound 1 shows two four membered and one six membered ring as confirmed by QTAIM calculations. Whereas the reaction of the LSiCl with 1.5 equivalents of carbodiimide (CyN)2 C at room temperature affords compound [PhC(Nt Bu)2 Si(Cl)(NCy)2 NCy] (2) with the CN2 SiN2 C skeleton containing silicon as a central atom. Both the compounds were fully characterized by NMR, mass spectrometry, X-ray crystallographic analysis, and quantum mechanical calculations.
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