Journal of the American Chemical Society

Conant-Swan fragmentation reaction: stereochemistry of phosphate ester formation

KC Calvo

Index: Calvo,K.C. Journal of the American Chemical Society, 1985 , vol. 107, p. 3690

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Citation Number: 28

Abstract

Abstract: The fragmentation of 0-halophosphonic acids was proposed to occur with formation of monomeric metaphosphate. In direct contrast to the hydrolysis of phosphoric acid esters, this fragmentation reaction occurs without nucleophilic assistance. Several recent studies on the stereochemistry of phosphate ester solvolysis provide unambiguous proof that metaphosphate is not a free intermediate, even though earlier kinetic data ...