Kinetics and Mechanism of the Pyridinolysis of Diisopropyl Thiophosphinic Chloride in Acetonitrile

作者: Md. Ehtesham Ul Hoque , Hai-Whang Lee

DOI: 10.5012/BKCS.2011.32.11.3880

关键词:

摘要: = 0.80-0.96). The anilinolyses often P=S systems in MeCN are reviewed on the basis of DKIEs and selectivity parameters to obtain systematicinformation mechanism for thiophosphoryl transfer reactions. steric effects twoligands reactivity, DKIEs, mechanism, substituent nucleophile (X) arediscussed.Key Words : Phosphoryl reaction, Anilinolysis, Diisopropyl thiophosphinic chloride, Deuterium ki-netic isotope effect IntroductionA considerable amount work has been focused thetwo types phosphoryl reac-tion mechanisms; stepwise through a trigonal bipyramidalpentacoordinate (TBP-5C) intermediate, concertedthrough single pentacoordinate transition state (TS). Theattacking direction can be backside and/orfrontside, depending substrate, nucleophile, leavinggroup, reaction condition. In previous work, this labreported upon various thiopho-sphoryl reactions: anilinolysis,

参考文章(72)
Charles L. Perrin, Richard E. Engler, Secondary H/D kinetic isotope effect for dissociation of aqueous ammonium ion The Journal of Physical Chemistry. ,vol. 95, pp. 8431- 8433 ,(1991) , 10.1021/J100175A004
Anilinolysis of S-Aryl Phenyl Phosphonochloridothioates in Acetonitrile Bulletin of The Korean Chemical Society. ,vol. 29, pp. 2065- 2068 ,(2008) , 10.5012/BKCS.2008.29.10.2065
Pyridinolysis of O-Aryl Phenylphosphonochloridothioates in Acetonitrile Bulletin of The Korean Chemical Society. ,vol. 29, pp. 1769- 1773 ,(2008) , 10.5012/BKCS.2008.29.9.1769
Thomas B. Crumpler, John H. Yoe, Chemical computations and errors J. Wiley , Chapman & Hall. ,(1940)
Ikchoon Lee, Cross-interaction Constants and Transition-state Structure in Solution Advances in Physical Organic Chemistry. ,vol. 27, pp. 57- 117 ,(1992) , 10.1016/S0065-3160(08)60064-7
J. F. Coetzee, Ionic Reactions in Acetonitrile John Wiley & Sons, Inc.. pp. 45- 92 ,(2007) , 10.1002/9780470171837.CH2
Johannes Francois Coetzee, Calvin D. Ritchie, Solute-Solvent Interactions ,(1976)