Molecular folding of C60 acetylenic cyclophanes:: π-stacking of superimposed aromatic rings

被引：25

作者：

Heuft, MA ^{[1
]}

Collins, SK ^{[1
]}

Fallis, AG ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 11期

关键词：

D O I：

10.1021/ol0345576

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHIC] The syntheses of two distinct families of phenylyne helical cyclophanes with potential for organic materials are described. The meta-bonded atropisomers afford interesting bowtie-like and butterfly-like conformers from a palladium(0), copper-mediated coupling sequence. Molecular modeling revealed the contrasting stereochemistry in these systems from differential molecular folding pathways during cyclization. The interplanar separation of the superimposed aromatic rings is similar to3.5 Angstrom.

引用

页码：1911 / 1914

页数：4

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[1] Synthesis and properties of a twistophane ion sensor: A new conjugated macrocyclic ligand for the spectroscopic detection of metal ions [J].