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Updated: Jun 2, 2026

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Characterization of dimeric chiral lithium amide structures derived from N-isopropyl-O- triisopropylsilyl valinol
Gerald Kagan1, Weibin Li, Deyu Li
1Department of Chemistry, Brown University, 324 Brook Street, Providence, Rhode Island 02912, USA.
Abstract:
The dimeric structure is characterized for a chiral amide base complex consisting of an (S)-N-isopropyl-O-triisopropylsilyl valinol ligand and lithium. The complex is characterized by a variety of NMR techniques, including multinuclear one- and two-dimensional NMR experiments and diffusion-ordered NMR spectroscopy (DOSY) as well as diffusion coefficient-formula weight (D-fw) correlation analyses. Spartan calculations are presented which support the structural assignment. This structural characterization leads to an explanation of the behavior and the reactivity of these complexes in solution.
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