College of Chemistry, Key Laboratory of Radiation Physics and Technology of Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, China.
Org Biomol Chem. 2022 Nov 30;20(46):9023-9051. doi: 10.1039/d2ob01263d.
As a classic example of nearly planar cyclic compounds, hydrogen-bonded aromatic amide (H-bonded aramide) macrocycles, consisting of consecutive intramolecular hydrogen bonds and aromatic residues, receive considerable research attention due to their rich host-guest chemistry. This review provides a detailed summary of the synthesis, properties and functions of H-bonded aramide macrocycles and their derivatives. Herein, the constitutional patterns of these macrocycles are divided into two subcategories: interior hydrogen bonding motifs and exterior hydrogen bonding motifs. Based on these two motifs, we summarize the facile synthesis, self-assembly, host-guest interaction complexation of H-bonded aramide macrocycles and the resulting applications such as molecular recognition, artificial ion channels, soft materials, supramolecular catalysis, and artificial molecular machines. The development of H-bonded aramide macrocycles is still in its infancy, although a considerable number of examples have been reported. We hope that this review will provide useful information and unlock new opportunities in this field.
作为近乎平面环状化合物的典型例子，氢键芳香酰胺（H-bonded aramide）大环，由连续的分子内氢键和芳香残基组成，由于其丰富的主客体化学而受到广泛关注。本文详细总结了 H-bonded aramide 大环及其衍生物的合成、性质和功能。在这里，这些大环的结构模式分为两类：内部氢键模式和外部氢键模式。基于这两种模式，我们总结了 H-bonded aramide 大环的简便合成、自组装、主体-客体相互作用络合以及由此产生的应用，如分子识别、人工离子通道、软材料、超分子催化和人工分子机器。尽管已经报道了相当数量的例子，但 H-bonded aramide 大环的发展仍处于起步阶段。我们希望这篇综述能为该领域提供有用的信息和新的机遇。
