Tether-directed remote functionalization of fullerenes C60 and C70

被引:39
作者
Thilgen, Carlo [1 ]
Diederich, Francois [1 ]
机构
[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
fullerenes; multiple functionalization; tether; spacer; template; regioselectivity; stereoselectivity;
D O I
10.1016/j.crci.2005.11.017
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The article provides an overview of the work on regio- and, in the occurrence, stereoselective tether-directed remote functionalization of fullerenes in the Diederich group, from the initial stages in 1994 to the present. All bisaddition patterns Of C-60, except cis-1, have been realized with high selectivities, mainly by Bingel-type macrocyclizations. Particular emphasis is placed on the stereoselective generation of the inherently chiral cis-3, trans-3, and trans-2 addition patterns. Besides, one of the rare examples of direct threefold tether-directed cyclopropanation Of C-60 is presented and the spacer-controlled derivatization Of C-70 is reviewed.
引用
收藏
页码:868 / 880
页数:13
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