Structure Determination Of Alkali Metal Enolates And Phenolates Using The Method Of Continuous Variation

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Abstract

Enolate alkylation is a robust method for forming carbon-carbon bonds and has been used extensively for many decades. Despite their prevalence, the characterization of enolate aggregates has not been thoroughly explored, though prior research has shown that they form highly ordered and symmetrical aggregates in solution. Scalar coupling in NMR is often used to determine the solution structure, but this method fails when the metal is bonded to quadrupolar oxygen. Structurally diverse enolates, counterions, and ligands require a flexible method for characterization. The method of continuous variation (MCV) in conjunction with 6Li, 19F, and 1H NMR spectroscopies was used to gain structural insight into the aggregation state and stability of lithium and sodium enolates and phenolates in a range of solvents.

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2014-05-25
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Method of Contimuous Variation; Job Plots; Enolates and Phenolates
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Collum, David B
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Dichtel, William Robert
Ganem, Bruce
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Chemistry and Chemical Biology
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Ph. D., Chemistry and Chemical Biology
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Doctor of Philosophy
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Government Document
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dissertation or thesis
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