Kinetics and Mechanism of Anilinolysis of Phenyl N-Phenyl Phosphoramidochloridate in Acetonitrile

M Hoque, U Ehtesham, HW Lee

Index: Ul Hoque, Md. Ehtesham; Lee, Hai Whang Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 10 p. 3274 - 3278

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Abstract

Abstract The kinetic studies on the reactions of phenyl N-phenyl phosphoramidochloridate (8) with substituted anilines () and deuterated anilines () have been carried out in acetonitrile at. The obtained deuterium kinetic isotope effects (DKIEs;) are huge secondary inverse (= 0.52-0.69). A concerted mechanism is proposed with a backside attack transition state (TS) on the basis of the secondary inverse DKIEs and the variation trends of the values with X. ...