Degenerate transesterification of 3, 5-dimethylphenolate/3, 5-dimethylphenyl esters in weakly polar, aprotic solvents. Reactions of aggregates and complex-induced …

LM Jackman, MM Petrei, BD Smith

Index: Jackman; Petrei; Smith Journal of the American Chemical Society, 1991 , vol. 113, # 9 p. 3451 - 3458

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Citation Number: 51

Abstract

Abstract: The rates of exchange of the 3, 5-dimethylphenolate ion between lithium 3, 5- dimethylphenolate-d6 and a series of 3, 5-dimethyIphenyl esters have been determined in the weakly polar, aprotic solvents dioxolane, dimethoxyethane (DME), tetrahydrofuran (THF), and pyridine. The esters include the propionate, butyrate, methoxyacetate, 8- methoxypropionate, 4-methoxybutyrate, 2-tetrahydrofuroate, 2-furoate,(N, N- ...