Department of Chemistry, Faculty of Science, Masaryk University, Kotlářská 2, 611 37 Brno, Czech Republic.
Org Lett. 2011 Mar 18;13(6):1326-9. doi: 10.1021/ol1031816. Epub 2011 Feb 21.
A triangular macrocyclic molecule has been synthesized which consists of substituted phenanthrene vertices interconnected by 1,3-diethynylbicyclo[1.1.1]pentane sides. The molecule is the very first example of exploiting the bicyclopentane motif in the construction of a shape persistent macrocycle's backbone. It carries new features such as bulkiness, nonconjugated σ-bonding, and a certain conformational flexibility due to its easy longitudinal rotation. We have used some of the features in order to rationalize the observed tendency of the compound to form films on various surfaces.
一种由取代的菲顶点通过 1,3-二乙炔基二环[1.1.1]戊烷连接而成的三角形大环分子已被合成。该分子是第一个利用双环戊烷基序构建形状稳定的大环骨架的例子。由于其易于纵向旋转,它具有大体积、非共轭 σ 键和一定的构象灵活性等新特征。我们利用了该化合物的一些特征来解释其在各种表面上形成薄膜的趋势。