Acyl iodides in organic synthesis: III. Quantum-chemical study of the reaction of acyl iodides and acyl chlorides with methanol

被引：7
|
作者：
Shagun, VA [1 ]
Voronkov, MG [1 ]
机构：
[1] Russian Acad Sci, Siberian Div, Irkutsk Inst Chem, Irkutsk 664033, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 39卷 / 03期
关键词：
D O I：
10.1023/A:1025577311469
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The potential energy surface for reactions of acyl iodides and acyl chlorides with methanol was studied by quantum-chemical methods. Stereoelectronic parameters of the prereaction bimolecular complexes and possible reaction products were examined. Transition states were localized for the transformation of prereaction complexes into final products. Dual reactivity of acyl iodides toward methanol was explained in terms of similar activation parameters found for the four-center and S(N)2 reaction mechanisms.
引用
收藏
页码：331 / 335
页数：5
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