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Updated: May 10, 2026

A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
Published on: November 12, 2016
Crystal structure and solution state characterization of lithium
Chicheung Su1, Russell Hopson, Paul G Williard
1Department of Chemistry, Brown University, Providence, Rhode Island 02912, United States.
Abstract:
The solid state structure of lithiated (S)-N(1),N(1)-bis(2-methoxyethyl)-N(2),3-dimethylbutane-1,2-diamine, which is a chiral amide base synthesized from (S)-valine was determined by single-crystal X-ray diffraction. The complex in solution state is also characterized by a variety of NMR experiments including diffusion-ordered NMR spectroscopy (DOSY) with diffusion coefficient-formula weight correlation analyses and other one- and two-dimensional NMR techniques by dissolving the crystal in toluene-d8. The crystallography and NMR results suggest that the chiral amide is dimeric in both solid and solution states.
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