Quantum chemical study of the electronic structure and reactivity of complexes of 4-oxo-4-(2-thienyl)- and 4-(5-methyl-2-thienyl)-4-oxobutyryl chlorides with aluminum chloride

被引：0
|
作者：
Belen'kii, L. I. [1 ]
Smirnov, V. I. [2 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] MV Lomonosov Univ Fine Chem Technol, Moscow 119571, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2013年 / 62卷 / 03期
关键词：
quantum chemical calculations; PM6; method; density functional theory (DFT); B3LYP functional; electrophilic substitution; ELECTROPHILIC SUBSTITUTION-REACTIONS; POSITIONAL SELECTIVITY; OPTIMIZATION; DIKETONES;
D O I：
10.1007/s11172-013-0085-2
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The geometry and electronic structures of complexes of 4-oxo-4-(2-thienyl)- and 4-oxo-4-(5-methyl-2-thienyl)butyryl chlorides with aluminum chloride, as well as the corresponding carbocations, were studied in terms of the density functional theory (DFT) using the B3LIP/6-311+G(2d,p) method and the semiempirical PM6 method. An analysis of the relative energies of the complexes and cations made it possible to interpret side reactions accompanying the acylation of thiophenes with succinyl dichloride.
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收藏
页码：634 / 639
页数：6
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