COUPLING OF AROMATIC NUCLEI .21. MECHANISM OF DEHYDRODIMERIZATION OF AROMATIC SUBSTRATES BY ALUMINUM CHLORIDE-CUPRIC CHLORIDE

被引:17
作者
WEN, LS [1 ]
KOVACIC, P [1 ]
机构
[1] UNIV WISCONSIN,DEPT CHEM,MILWAUKEE,WI 53201
关键词
D O I
10.1016/0040-4020(78)88410-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The following results were obtained from oxidation of the appropriate aromatic hydrocarbons with AlCl3-CuCl2: 1-(2,4,6-trimethylphenyl)naphthalene from naphthalene-meistylene, 2,2'-bifluorene from nuorene, 2,2'-bifluorene from fluorene-mesitylene, and bimesityl and 3,3'-dichlorobimesityl from mesitylene. Mechanistically, radical cations are presumed to function as intermediates. Generally, coupling seems to proceed by cation attack on an aromatic molecule. Other pathways may pertain in certain cases, e.g. radical dimerization of radical cations. © 1978.
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页码:2723 / 2727
页数:5
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