期刊
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
卷 2013, 期 24, 页码 4136-4141出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.201300749
关键词
Organolithium reagents; Polymers; Aggregation; Mixed aggregates; NMR spectroscopy
资金
- US National Science Foundation [CHE-1058051]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1058051] Funding Source: National Science Foundation
Solution-state characterization of sec-butyllithium in [D-8]toluene was conducted by utilizing a variety of NMR spectroscopic experiments including diffusion-ordered NMR spectroscopy (DOSY) with diffusion-coefficient-formula-weight correlation analyses and other one- and two-dimensional NMR spectroscopic techniques. These results suggest that sec-butyllithium exists primarily as a tetramer/hexamer mixture in hydrocarbon solvents. However, the presence of roughly 2-5% (by mol ratio) lithium sec-butoxide in both commercially available and laboratory-synthesized sec-butyllithium solutions due to the reaction with adventitious dioxygen will lead to the formation of a 1:5 sec-butoxide/sec-butyllithium mixed hexamer. A sec-butoxide/sec-butyllithium mixed octamer will emerge when the proportion of butoxide to butyllithium increases.
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