Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, United States.
Institute for Molecular Design and Synthesis, Tianjin University, Tianjin 300072, China.
J Am Chem Soc. 2020 Jun 10;142(23):10273-10278. doi: 10.1021/jacs.0c03408. Epub 2020 May 26.
Suitanes are two-component mechanically interlocked molecules in which one (torso) of the components, with several protruding limbs, is encompassed by another (suit) all-in-one component. This kind of molecular ship-in-a-bottle architecture remains a challenging one to make. Herein, we report a porphyrin-based suit[4]ane, which is composed of a porphyrin with four protruding ligands (two phenyl groups and two bromine atoms) called the limbs that are encompassed by a tricyclic octacationic cyclophane. The suit[4]ane can be obtained by slippage, a mechanism by which the cyclophane is able to open up two of its entrances in order to take up the porphyrin at high temperature and close them down at low temperature, locking the porphyrin inside its binding cavity. Dynamic H NMR spectroscopy reveals that the trapped porphyrin inside the cyclophane rocks back and forth in the suit[4]ane about 1000 times a second.
套索烷是由两部分机械互锁的分子组成的,其中一个(主体)组件由几个突出的支链组成,被另一个(套)整体组件包围。这种分子船在瓶中的结构仍然是一个具有挑战性的制造。在此,我们报告了一种基于卟啉的套索烷,它由一个带有四个突出配体(两个苯基和两个溴原子)的卟啉组成,称为支链,被一个三环 octacationic 环芳烷包围。套索烷可以通过滑移来获得,这种机制使得环芳烷能够打开两个入口,以便在高温下吸收卟啉,然后在低温下关闭入口,将卟啉锁定在其结合腔内。动态 H NMR 光谱表明,被困在环芳烷内的卟啉在套索烷内前后晃动,大约每秒 1000 次。