Metal-catalyzed nucleophilic carbon-heteroatom (C-X) bond formation: the role of M-X intermediates

被引:64
作者
Glueck, David S. [1 ]
机构
[1] Dartmouth Coll, Dept Chem, Burke Lab 6128, Hanover, NH 03755 USA
基金
美国国家科学基金会;
关键词
D O I
10.1039/b806138f
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Many important reactions that lead to carbon-heteroatom bond formation involve attack of anionic heteroatom nucleophiles, such as hydroxides, alkoxides, amides, thiolates and phosphides, at carbon. Related catalytic transformations are mediated by late transition metal complexes of these groups, which remain nucleophilic on metal coordination as a result of repulsive filled-filled interactions between the heteroatom lone pairs and metal d-orbitals and/or of polarization of the bonds M delta+-X delta-. This Perspective presents examples of catalytic nucleophilic C-X bond formation in both biological and synthetic systems and describes how changes in the metal, ancillary ligands and X groups may be used to tune nucleophilic reactivity.
引用
收藏
页码:5276 / 5286
页数:11
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