Taking advantage of the dynamic covalent chemistry approach, four different cages were synthesized by condensation of tripodal pseudopeptides with 4,4′-biphenyldicarboxyaldehyde. Whereas undesired products of polymeric nature were obtained in polar solvents, the [3+2] cryptand-type macrobicyclic architectures were obtained in excellent yields using chloroform as solvent, even at relatively high concentrations. The presence of two encapsulated water molecules may provide a positive template effect in the low polarity medium. The final macrobicycles display a combination of two types of chirality: d,l chirality due to the asymmetric α-C centers and P,M helical chirality. The homochiral helicity found for all the enantiomerically pure molecular cages indicates strong chirality induction by the asymmetric α-C. Besides, the self-sorting properties of the different chiral pseudopeptides have been studied, resulting in high-fidelity homo-self-sorting. DFT calculations point out that the self-sorting outcome may also be a direct result of the encapsulation of two water molecules within the cavity.

利用动态共价化学方法，通过三足拟肽与 4,4'-联苯二甲醛缩合合成了四种不同的笼。虽然在极性溶剂中获得了不希望的聚合物性质的产物，但使用氯仿作为溶剂，即使在相对较高的浓度下，也能以优异的产率获得 [3+2] 穴状大分子双环结构。两个封装的水分子的存在可以在低极性介质中提供正模板效应。最终的大型自行车显示出两种手性的组合：d、l由于不对称的α-C中心和P，M螺旋手性，手性。对所有对映体纯分子笼的纯手性螺旋性表明不对称α-C 的强手性诱导。此外，还研究了不同手性假肽的自分选特性，从而实现了高保真同源自分选。DFT 计算指出，自分类结果也可能是两个水分子封装在空腔内的直接结果。