Selenium halide-induced bridge formation in [2.2]paracyclophanes

被引:30
|
作者
Sarbu, Laura G. [1 ]
Hopf, Henning [2 ]
Jones, Peter G. [3 ]
Birsa, Lucian M. [1 ,2 ]
机构
[1] Alexandru Ioan Cuza Univ, Dept Chem, RO-700506 Iasi, Romania
[2] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
[3] Tech Univ Carolo Wilhelmina Braunschweig, Inst Inorgan & Analyt Chem, D-38106 Braunschweig, Germany
来源
关键词
acetylenes; dienes; 2.2]paracyclophane; selenium halides; HETEROCYCLES; TELLURIUM;
D O I
10.3762/bjoc.10.266
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An addition/elimination sequence of selenium halides to pseudo-geminally bis(acetylene) substituted [2.2]paracyclophanes leads to new bridges with an endo-exo-diene substructure. The reactions have been found to be sensitive to the substitution of the ethynyl group. The formation of dienes with a zig-zag configuration is related to that observed for non-conjugated cyclic diynes of medium ring size.
引用
收藏
页码:2550 / 2555
页数:6
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