Hydrolysis of medium-ring phosphates. Mechanism of rate acceleration by an amino group

RK Sharma, R Vaidyanathaswamy

Index: Sharma, Ravinder K.; Vaidyanathaswamy, Ramamoorthy Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1741 - 1745

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Citation Number: 4

Abstract

A series of 2-oxo-2-(p-nitrophenoxy)-1, 3-dioxa-2-phosphacyclmtane derivatives (1-5) having either a nitrogen or a sulfur atom placed transannularly in the ring were synthesized, and their rates of hydrolysis were examined. The pH-rate profile shows that while 1 undergoes hydrolysis over a wide pH range, others are hydrolyzed at a significant rate only in basic medium, thus implicating the amino function for rate enhancement. By ...

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