基于螺烯的轮烷合成新方法及其在超分子组装中的应用

Rotaxanes have attracted a considerable amount of interest in recent years because a number of them function as molecular motors and molecular switches. Although rotaxanes have been prepared from many different building blocks, the number of synthetic methods for their construction remains limited. [2]Rotaxanes are prepared mostly by template-directed syntheses such as clipping, threading-followed-by-stoppering, and slipping methods. In this program, we will develop a new "threading-followed-by-shrinking" protocol for the synthesis of [2]rotaxane, by employing the dedydrocyclization of benzo[5]helicene to decrease the number of atoms in the ring skeleton of the macrocyclic component. This methodology will add to the repertoire of reactions available to the synthetic chemist for the construction of complicated interlocked structures. By this method, a series supromolecular assemblies will be designed and synthesized effectively. Further research will be done on the applications of this method in the constuction of molecular-machines and supramolecular polymers.

轮烷类互锁分子因其多样的结构和性质及其在分子机器中的应用，近年来成为超分子化学领域的一个热点。尽管构成轮烷的基元多种多样，绝大多数轮烷还是通过传统的穿线-封端、滑入或模板法制备得到。这些方法在构筑具有复杂结构的超分子组装体时往往存在效率低、耗时长、成本高等不足。本项目拟基于螺烯的脱氢关环反应发展一种"穿线-缩环"制备轮烷的新方法，通过该方法高效快速地构筑具有复杂结构的超分子组装体，并探索该方法在超分子聚合物、分子机器等领域的应用。