Kinetics and Mechanism of the Anilinolysis of Dibutyl Chlorothiophosphate in Acetonitrile

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

DOI: 10.5012/BKCS.2012.33.2.663

关键词:

摘要: = 1.10-1.35). A concertedmechanism involving predominant frontside nucleophilic attack is proposed on the basis of primary normalDKIEs and selectivity parameters. Hydrogen bonded, four-center-type transition state proposed. The stericeffects two ligands anilinolysis rates chlorothiophosphates are discussed. anilinolysesof P=S systems compared with those their P=O counterparts reactivities, thio effects,selectivity parameters, DKIEs.Key Words : Thiophosphoryl transfer reaction, Anilinolysis, Dibutyl chlorothiophosphate, Deuterium kineticisotope effectIntroductionThe kinetics mechanism phosphoryl thio-phosphoryl reactions tetracoordinatedphosphorus atom have been studied extensively by this lab.Continuing kinetic studies thiophosphoryl transferreactions, substitution dibutylchlorothiophosphate (4S) substituted anilines (XC

参考文章(67)
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
Kenneth C. Westaway, Using kinetic isotope effects to determine the structure of the transition states of SN2 reactions Advances in Physical Organic Chemistry. ,vol. 41, pp. 217- 273 ,(2006) , 10.1016/S0065-3160(06)41004-2
Johannes Francois Coetzee, Calvin D. Ritchie, Solute-Solvent Interactions ,(1976)
Nilay Kumar Dey, Keshab Kumar Adhikary, Chan-Kyung Kim, Hai-Whang Lee, None, Kinetics and Mechanism of the Pyridinolyses of Dimethyl Phosphinic and Thiophosphinic Chlorides in Acetonitrile Bulletin of The Korean Chemical Society. ,vol. 28, pp. 1797- 1802 ,(2010) , 10.5012/BKCS.2010.31.12.3856