Trimeric perfluoro-ortho-phenylenemercury:: A versatile Lewis acidic host

被引:75
作者
Haneline, MR [1 ]
Taylor, RE [1 ]
Gabbai, FP [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
关键词
Lewis acids; mercury; metallophilicity; pi interactions; supramolecular chemistry;
D O I
10.1002/chem.200305109
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Trimeric perfluoro-ortho-phenylenemercury (1) constitutes one of the simplest trifunctional Lewis acidic hosts. In addition to cooperative effects arising from the proximity of the mercury(II) centers, the electron-withdrawing properties of the backbone and the accessibility of the electrophilic sites lead to the facile complexation of neutral and electron rich substrates. The planarity of the structure as well as its overall polarizability compounded with relativistic effects at mercury also permits the occurrence of non-covalent interactions and accounts for the tendency of this compound to form cofacial dimers. Collectively, the Lewis acidic properties of 1 as well as its ability to engage in non-covalent interactions can be held responsible for its ability to form extended binary supramolecular stacks with arenes. The photoluminescence observed in some of these supramolecular complexes corresponds to the phosphorescence of the aromatic substrate and indicate the occurrence of a mercury heavy atom effect.
引用
收藏
页码:5188 / 5193
页数:6
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