Department of Chemistry and Biochemistry, University of Windsor , Windsor, Ontario N9B 3P4, Canada.
Org Lett. 2012 May 18;14(10):2484-7. doi: 10.1021/ol300761q. Epub 2012 May 2.
A new templating motif for the formation of [2]pseudorotaxanes is described in which T-shaped axles with a benzimidazolium core and aromatic substituents at the 2-, 4-, and 7-positions interact with [24]crown-8 ether wheels ([24]crown-8, dibenzo[24]crown-8, and dinaphtho[24]crown-8). The T-shape greatly enhances the association between axle and wheel when compared to simple imidazolium or benzimidazolium cations. A series of interpenetrated molecules are characterized by (1)H NMR spectroscopy and single crystal X-ray crystallography.
描述了一种形成[2]伪轮烷的新模板基序,其中具有苯并咪唑核心和 2-、4-和 7-位芳基取代基的 T 形轴与[24]冠-8 醚轮([24]冠-8、二苯并[24]冠-8 和二萘并[24]冠-8)相互作用。与简单的咪唑鎓或苯并咪唑鎓阳离子相比,T 形极大地增强了轴与轮之间的缔合。通过(1)H NMR 光谱和单晶 X 射线晶体学对一系列互穿分子进行了表征。