Hydrogen-bonded polymers are a class of highly dynamic supramolecular aggregates, whose self-assembly may be tuned by very mild external or internal stimuli. However, the rational design of chiral supramolecules remains challenging especially when flexible components are involved. The combination of the inherent weakness and dynamic nature of the intermolecular bonds that hold together such assemblies with unrestricted molecular motions introduces additional factors which may affect the self-assembly process. In this report, the self-assembly of four amino acid-derived chiral biphenyldiimides into open-chain 1D supramolecular polymers is presented. While the primary driving force, COOH···HOOC hydrogen bonding, is responsible for the polymer growth in all cases, the amino acid side chains play an important role in either stabilizing or destabilizing the assemblies obtained, as deduced from studies of the thermodynamics of the self-assembly process. Furthermore, substantial differences in the structural factors governing the polymerization process between dynamic liquid and static solid are found. This work demonstrates the potential of the rather unexplored class of diimide-based organic dyes in the formation of well-organized chiral supramolecular assemblies with tunable properties.

中文翻译：

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由构象柔性氨基酸取代的联苯二酰亚胺组装而成的手性超分子聚合物

氢键聚合物是一类高度动态的超分子聚集体，其自组装可以通过非常温和的外部或内部刺激进行调节。然而，手性超分子的合理设计仍然具有挑战性，尤其是当涉及到柔性组分时。将此类组件与不受限制的分子运动结合在一起的分子间键的固有弱点和动态性质的结合引入了可能影响自组装过程的其他因素。在本报告中，介绍了四种氨基酸衍生的手性联苯二酰亚胺自组装成开链一维超分子聚合物。虽然主要驱动力 COOH···HOOC 氢键在所有情况下都负责聚合物的生长，根据对自组装过程的热力学研究推断，氨基酸侧链在稳定或不稳定所获得的组件中起着重要作用。此外，发现动态液体和静态固体之间控制聚合过程的结构因素存在显着差异。这项工作展示了相当未经探索的二酰亚胺基有机染料在形成具有可调性质的组织良好的手性超分子组装体方面的潜力。