Aggregation and Solvation of n‑Butyllithium

Solution characterizations and ligand binding constants were determined for n-butyllithium in hydrocarbon and ethereal solvents using diffusion-ordered NMR. In hydrocarbon solvents, n-butyllithium exists primarily as an octamer at −40 °C and deaggregates to a hexamer when the temperature is increase...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 19; no. 15; pp. 3966 - 3969
Main Authors Tai, Onkei, Hopson, Russell, Williard, Paul G
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 04.08.2017
Online AccessGet full text

Cover

More Information
Summary:Solution characterizations and ligand binding constants were determined for n-butyllithium in hydrocarbon and ethereal solvents using diffusion-ordered NMR. In hydrocarbon solvents, n-butyllithium exists primarily as an octamer at −40 °C and deaggregates to a hexamer when the temperature is increased. In the presence of THF or diethyl ether, n-butyllithium exists predominantly as a tetra-solvated tetramer and deaggregates to a tetra-solvated dimer in the presence of a large excess or neat THF. The ligand binding constants for the tetra-solvated tetramers were measured using 1H NMR/DOSY titration.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01644