Aminolyses of Aryl Diphenylphosphinates and Diphenylphosphinothioates: Effect of Modification of Electrophilic Center from PO to PS

IH Um, K Akhtar, YH Shin, JY Han

文献索引：Um, Ik-Hwan; Akhtar, Kalsoom; Shin, Young-Hee; Han, Jeong-Yoon Journal of Organic Chemistry, 2007 , vol. 72, # 10 p. 3823 - 3829

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被引用次数: 99

摘要

A kinetic study is reported for aminolysis of aryl diphenylphosphinothioates (2a-i). The phosphinothioates 2a-i are less reactive than aryl diphenylphosphinates (1a-i), the oxygen analogues of 2a-i, regardless of the basicity of the leaving aryloxides or the attacking amines. The Yukawa-Tsuno plot for the reactions of 2b-i with piperidine exhibits good linearity with a small r value (r= 0.28), indicating that the leaving group departs at the rate- ...