The Journal of Organic Chemistry

Phosphoric-carboxylic imides. 2. Solvolytic cleavage of the nitrogen-carbonyl and nitrogen-phosphoryl bonds

V Mizrahi, TA Modro

Index: Mizrahi, V.; Modro, T. A. Journal of Organic Chemistry, 1983 , vol. 48, # 18 p. 3030 - 3037

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Citation Number: 20

Abstract

The neutral and acid-catalyzed solvolysis (hydrolysis and alcoholysis) of mixed phosphoriecarboxylic imides (l), X2P (0)-NR-C (O) R'(X= EtO, MeO, CH20, Et; R= H, Me; R'= Me, Ph) has been studied and compared with the solvolytic behavior of parent phosphoric and carboxylic amides and symmetrical imides. The neutral cleavage of the PN bond is believed to involve an oxyphosphorane intermediate. The ionization of 1 follows the ...