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首页> 外文期刊>Chemistry: A European journal >Hydrogen-Bonding-Mediated Dynamic Covalent Synthesis of Macrocycles and Capsules: New Receptors for Aliphatic Ammonium Ions and the Formation of Pseudo[3]rotaxanes
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Hydrogen-Bonding-Mediated Dynamic Covalent Synthesis of Macrocycles and Capsules: New Receptors for Aliphatic Ammonium Ions and the Formation of Pseudo[3]rotaxanes

机译：氢键介导的大环和胶囊的动态共价合成：脂肪族铵离子的新受体和伪[3]轮烷的形成

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摘要

This paper describes a novel,highly efficient approach to the self-assembly of monomacrocycles and twolayered capsules by using dynamic covalent chemistry. Intramolecular hydrogen- bonding was used to preorganize aromatic amide-based monomers that contain aldehyde and tert-butoxycarbonylamino units. As a result, in the presence of an excess of trifluoroacetic acid (TFA), four monomers could selfcouple to produce macrocycles selectively through the formation of three imine or hydrazone bonds. Three dipodal precursors were also prepared by connecting two hydrogen-bonded segments with a flexible linker. In the presence of TFA, these precursors could also self-couple, leading to the exclusive formation of two-layered capsules. As a result of intramolecular hydrogen- bonding, all the macrocycles and capsules were stable in solution and could be purified by simple recrystallization. The new capsules were able to form complexes with linear ropylenediammonium derivatives to give unique two-layered pseudo[3]rotaxanes.
机译：本文介绍了一种新颖的，高效的方法来利用动态共价化学自组装的大分子环和双层胶囊。分子内氢键用于预组织含有醛和叔丁氧羰基氨基单元的芳香族酰胺基单体。结果，在过量的三氟乙酸（TFA）的存在下，四种单体可以通过形成三个亚胺或self键而自我偶联，从而选择性地产生大环。通过将两个氢键合的片段与一个柔性连接基连接起来，还制备了三种二足体前体。在存在TFA的情况下，这些前体也可能自偶联，从而导致两层胶囊的排他性形成。由于分子内氢键作用，所有大环和胶囊在溶液中均稳定，可以通过简单的重结晶纯化。新的胶囊能够与线性的对二甲苯二铵衍生物形成复合物，从而得到独特的两层假[3]轮烷。

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