The reactivity of phosphate esters. Diester hydrolysis
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 510-513
- https://doi.org/10.1039/j29700000510
Abstract
Phosphate diesters are, in general, exceedingly unreactive compounds, but their reactivity towards hydrolysis depends strongly on the basicity of the leaving group. As a result the difference in reactivity between diester and monoester monoanions decreases rapidly as the basicity of the leaving group decreases, and with very good leaving groups the reactivity of the two classes of compounds is comparable. The mechanism of hydrolysis of phosphate diester anions appears to involve bimolecular nucleophilic attack of solvent on phosphorus.Keywords
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