Geometric and electronic control of thermal bergman cyclization

被引:90
作者
Rawat, DS [1 ]
Zaleski, JM [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
关键词
enediyne; Bergman cyclization; metalloenediynes;
D O I
10.1055/s-2004-815422
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The geometric and electronic contributions to Bergman cyclization of simple enediynes are compared and contrasted to those of recently developed metalloenediyne analogues. The comparison reveals that metals can have more diverse, subtle, and in some cases, more dramatic geometric effects upon Bergman cyclization than simple substitution chemistry. In addition to geometric consequences imposed by metals, electronic control of metalloenediyne cyclization is emerging as a complementary parameter in complex design.
引用
收藏
页码:393 / 421
页数:29
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