Regioselectivity of the methanolysis of polychlorinated biphenyls

被引：4
作者：
Khaibulova, T. Sh. [1 ]
Boyarskaya, I. A. [1 ]
Polukeev, V. A. [2 ]
Boyarskii, V. P. [1 ]
机构：
[1] St Petersburg State Univ, Univ Skaya Nab 7-9, St Petersburg 199034, Russia
[2] Inst Expt Med, St Petersburg, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2016年 / 86卷 / 10期
基金：
俄罗斯科学基金会;
关键词：
polychlorinated biphenyls; aromatic nucleophilic substitution; regioselectivity; methanolysis; MODIFIED COBALT CARBONYL; REDUCTIVE DECHLORINATION; ELECTROCHEMICAL REDUCTION; NUCLEOPHILIC-SUBSTITUTION; POLYCHLOROBIPHENYLS; PALLADIUM; CATALYST; COMPLEX; DICHLOROBIPHENYLS; TRANSFORMATION;
D O I：
10.1134/S1070363216100121
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Regioselectivity of the methanolysis of lower polychlorinated biphenyls with sodium methoxide in a mixture of methanol and DMSO at 100-130A degrees D<inverted exclamation> was studied. It was found that 2,4,4'-tricholobiphenyl is much more reactive than 2,4-dichlorobiphenyl. This results in different mechanisms of substitution. 2,4-Dichlorobiphenyl reacts with sodium methoxide by the elimination-addition mechanism to form four monosubstitution products in comparable quantities. 2,4,4'-Trichlorobiphenyl reacts with the methodixe ion by the classical SNAr mechanism, with preferential substitution of the 2-chlorine atom.
引用
收藏
页码：2318 / 2324
页数：7
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