Hydrolysis of phosphinamides and the nature of the PN bond

✍ Scribed by Paul Haake; Toru Koizumi

• Book ID: 104222553
• Publisher: Elsevier Science
• Year: 1970
• Tongue: French
• Weight: 204 KB
• Volume: 11
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)89362-4

✦ Synopsis

Carboxylic amides are quite stable towards chemical hydrolysis; elevated temperatures and high concentrations of acid or base are required for appreciable rates of hydrolysis. Yet, amides of phosphoric acid appear to be highly reactive. Phosphoramidate (&) is a reactive

' was obtained at 90°C; k, for benzamide was reported as 12.5 x 10-5M-'sec-' at 90°C. 7

(4) L. L. Schaleger and F. A. Long, Adv. Phys. Org. Chem.,

1.1 {1963).

(5) P. Haake and D. A. Tyssee, Tetrahedron Letters, 3513 (1970).