The construction of chiral materials with precise chirality is of vital importance in biology and chemistry. Despite numerous chiral materials having been fabricated, it still remains a fundamental challenge to understand the chiral propensity with subtle changes of building blocks. Here, the chirality properties of an assembly from chiral phenylalanine gelators and achiral naphthalimide (NI) derivatives were successfully regulated, showing that a minimal difference on the fourth site of the halogenated NI induced great changes of the chirality characteristics of the assembly. The results suggested that hydrogen bonds and π–π stacking interactions are the driving forces of the assemblies, whereas different halogenations indeed lead to the subtle variety of hydrogen bonding interactions and stacking mode between the two molecules. This study provides feasible strategies for precisely modulating supramolecular chirality through single-point halogenation. © 2021 Society of Industrial Chemistry.

中文翻译：

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单点卤化调节基于苯丙氨酸的共组装系统中的超分子手性

构建具有精确手性的手性材料在生物学和化学中具有至关重要的意义。尽管已经制造了许多手性材料，但通过构建单元的细微变化来理解手性倾向仍然是一个基本挑战。在这里，手性苯丙氨酸凝胶剂和非手性萘酰亚胺 (NI) 衍生物组装的手性特性被成功调节，表明卤化 NI 第四位点的最小差异导致组装的手性特性发生巨大变化。结果表明氢键和π – π堆叠相互作用是组装的驱动力，而不同的卤化确实导致了两个分子之间氢键相互作用和堆叠模式的微妙变化。该研究为通过单点卤化精确调节超分子手性提供了可行的策略。© 2021 工业化学学会。