Fu Xin, Zhang Qi, Rao Si-Jia, Qu Da-Hui, Tian He
Key Laboratory for Advanced Materials and Institute of Fine Chemicals , East China University of Science and Technology , 130 Meilong Road , Shanghai , 200237 , China . Email:
Chem Sci. 2016 Mar 1;7(3):1696-1701. doi: 10.1039/c5sc04844c. Epub 2016 Jan 12.
The construction and efficient synthesis of hetero[]rotaxanes with high structural complexity are always attractive challenges. Herein, we demonstrate a facile one-pot preparation of a hetero[4]rotaxane, by employing a self-sorting strategy, which contains an interpenetrated dibenzo-24-crown-8 () based [c2]daisy chain structure and is ended with a benzo-21-crown-7 () based rotaxane at each side. The key to the design involved encoding the selective threading using a steric hindrance-related "language", where highly selective self-assemblies occurred in a three-component self-sorting process, which included the threading of a benzylalkylammonium into a and interpenetrated dimerized formation of a based [c2]daisy chain simultaneously; the precise pre-assembled system resulted in the efficient synthesis of hetero[4]rotaxane with a high-level of structural complexity under the "CuAAC" reaction.
构建具有高度结构复杂性的杂[ ]轮烷并实现其高效合成一直是具有吸引力的挑战。在此,我们展示了一种通过采用自分类策略简便地一锅法制备杂[4]轮烷的方法,该杂[4]轮烷包含基于互穿二苯并 - 24 - 冠 - 8()的[c2]雏菊链结构,并且在每一侧都以基于苯并 - 21 - 冠 - 7()的轮烷结尾。该设计的关键在于使用与空间位阻相关的“语言”对选择性穿线进行编码,其中在三组分自分类过程中发生了高度选择性的自组装,这包括将苄基烷基铵穿入同时基于的[c2]雏菊链的互穿二聚体形成;精确的预组装系统在“CuAAC”反应下实现了具有高度结构复杂性的杂[4]轮烷的高效合成。