Crystal Structure and Solution State Characterization of Lithium (<i>S</i>)‑(1-(Bis(2-methoxyethyl)amino)-3-methylbutan-2-yl)(methyl)amide

Abstract

The solid state structure of lithiated (<i>S</i>)-<i>N</i><sup>1</sup>,<i>N</i><sup>1</sup>-bis­(2-methoxyethyl)-<i>N</i><sup>2</sup>,3-dimethylbutane-1,2-diamine, which is a chiral amide base synthesized from (<i>S</i>)-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-<i>d</i><sub>8</sub>. The crystallography and NMR results suggest that the chiral amide is dimeric in both solid and solution states

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