Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 12, Pages 6223-6231Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00800
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Funding
- NSF [1464538]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1464538] Funding Source: National Science Foundation
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We report the direct measurement of ligand-binding constants of organolithium complexes using a H-1 NMR/diffusion-ordered NMR spectroscopy (DOSY) titration technique. Lithium hexamethyldisilazide complexes with ethereal and ester donor ligands (THF, diethyl ether, MTBE, THP, tent-butyl acetate) are characterized using H-1 NMR and X-ray crystallography. Their aggregation and solvation states are confirmed, using diffusion coefficient-formula weight correlation analysis, and the H-1 NMR/DOSY titration technique is applied to obtain their binding constants. Our work suggests that steric hindrance of ethereal ligands plays an important role in the aggregation, solvation, and reactivity of these complexes. It is noteworthy that diffusion methodology is utilized to obtain binding constants.
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