Lithium Enolates of Simple Ketones:  Structure Determination Using the Method of Continuous Variation

Lara R. Liou, Anne J. McNeil, Antonio Ramı́rez, Gilman E. S. Toombes, Jocelyn M. Gruver, David B. Collum

Journal of the American Chemical Society · 2008 · 77 citations · 140 references

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Abstract

The method of continuous variation in conjunction with 6Li NMR spectroscopy was used to characterize lithium enolates derived from 1-indanone, cyclohexanone, and cyclopentanone in solution. The strategy relies on forming ensembles of homo- and heteroaggregated enolates. The enolates form exclusively chelated dimers in N,N,N',N'-tetramethylethylenediamine and cubic tetramers in tetrahydrofuran and 1,2-dimethoxyethane.

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140