Three shape‐persistent [4+4] imine cages with truncated tetrahedral geometry with different window sizes were studied as hosts for the encapsulation of tetra‐n‐alkylammonium salts of various bulkiness. In various solvents the cages behave differently. For instance, in dichloromethane the cage with smallest window size takes up NEt₄⁺ but not NMe₄^+, which is in contrast to the two cages with larger windows hosting both ions. To find out the reason for this, kinetic experiments were carried out to determine the velocity of uptake but also to deduce the activation barriers for these processes. To support the experimental results, calculations for the guest uptakes have been performed by molecular mechanics’ simulations. Finally, the complexation of pharmaceutical interested compounds, such as acetylcholine, muscarine or denatonium have been determined by NMR experiments.

中文翻译：

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铵离子截断四面体亚胺笼的主客体化学。


研究了具有不同窗口尺寸的截断四面体几何形状的三种形状持久的[4+4]亚胺笼作为封装不同体积的四正烷基铵盐的主体。在不同的溶剂中，笼的表现不同。例如，在二氯甲烷中，具有最小窗口尺寸的笼吸收NEt ₄ ⁺但不吸收NMe ₄ ^{+ ，}这与具有容纳两种离子的较大窗口的两个笼形成对比。为了找出其原因，进行了动力学实验来确定吸收速度，并推断这些过程的激活障碍。为了支持实验结果，通过分子力学模拟进行了客体吸收的计算。最后，通过核磁共振实验确定了药物相关化合物（例如乙酰胆碱、毒蕈碱或地那铵）的络合。