Exploitation of perfluorophenyl-phenyl interactions for achieving difficult macrocyclizations by using ring-closing metathesis

被引:49
作者
El-Azizi, Y [1 ]
Schmitzer, A [1 ]
Collins, SK [1 ]
机构
[1] Univ Montreal, Dept Chem, Montreal, PQ H3C 3J7, Canada
关键词
alkene metathesis; cyclophanes; macrocyclization; perfluoroarenes; quadrupolar interactions;
D O I
10.1002/anie.200503112
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Correct orientation: Macrocyclic paracyclophanes of multiple ring sizes and diverse functionality are prepared byolefin metathesis (see scheme for an example), through the exploitation of solution-phase quadrupolar interactions between the core arene and pendant pentafluoroarene units. This approach reverses the tendency for dimeric products to be formed during macrocyclizations. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:968 / 973
页数:6
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