Theoretical Study of Phosphoryl Transfer Reactions

被引：27
|
作者：
Han, In-Suk [1 ]
Kim, Chan Kyung [1 ]
Lee, Hai Whang [1 ]
机构：
[1] Inha Univ, Dept Chem, Inchon 402751, South Korea
来源：
BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2011年 / 32卷 / 03期
关键词：
Aminolysis; Phosphoryl transfer Reaction; MO theoretical study; Frontside attack; SUBSTITUTED PHENYL CHLOROPHOSPHATES; CROSS-INTERACTION CONSTANTS; THIOPHOSPHINIC CHLORIDE; METHYL PHENYL; MECHANISM; KINETICS; AMINOLYSIS; DIMETHYL; PYRIDINOLYSIS; ANILINOLYSIS;
D O I：
10.5012/bkcs.2011.32.3.889
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The energetics and transition state (TS) structures of the reactions of six substrates, R1R2P(=O or S)Cl-type where R-1 = R-2 = Me and/or MeO, with ammonia in acetonitrile are theoretically investigated at the level of CPCM-MP2/6-31+G(d) and CPCM-MP2/6-311+G(3df,2p). The degrees of distortion of TS from the ideal trigonal bipyramidal pentacoordinate, Delta delta(not equal b), for a backside and Delta delta(not equal f) for a frontside attack, are calculated. The results of calculation suggest that the feasibility of a frontside attack for P=S is greater than that for P=O system when the two ligands, R-1 and R-2, becomes larger. The experimental and calculated results of anilinolyses of R1R2P(=O or S)Cl-type show the consistent tendencies.
引用
收藏
页码：889 / 893
页数：5
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