Chirality‐driven self‐sorting plays an essential role in controlling the biofunction of biosystems, such as the chiral double‐helix structure of DNA from self‐recognition by hydrogen bonding. However, achieving precise control over the chiral self‐sorted structures and their functional properties for the bioinspired supramolecular systems still remains a challenge, not to mention realizing dynamically reversible regulation. Herein, we report an unprecedented saucer[4]arene‐based charge transfer (CT) cocrystal system with dynamically reversible chiral self‐sorting synergistically induced by chiral triangular macrocycle and organic vapors. It displays efficient chain length‐selective vapochromism toward alkyl ketones due to precise modulation of optical properties by vapor‐induced diverse structural transformations. Experimental and theoretical studies reveal that the unique vapochromic behavior is mainly attributed to the formation of homo‐ or heterochiral self‐sorted assemblies with different alkyl ketone guests, which differ dramatically in solid‐state superstructures and CT interactions, thus influencing their optical properties. This work highlights the essential role of chiral self‐sorting in controlling the functional properties of synthetic supramolecular systems, and the rarely seen controllable chiral self‐sorting at the solid‐vapor interface deepens the understanding of efficient vapochromic sensors.

中文翻译：

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基于大环的电荷转移共晶，具有动态可逆手性自排序显示烷基酮的链长选择性汽致变色现象

手性驱动的自排序在控制生物系统的生物功能中发挥着重要作用，例如通过氢键自我识别形成DNA的手性双螺旋结构。然而，实现对仿生超分子系统的手性自排序结构及其功能特性的精确控制仍然是一个挑战，更不用说实现动态可逆调节了。在此，我们报告了一种前所未有的基于碟[4]芳烃的电荷转移（CT）共晶系统，该系统具有由手性三角大环和有机蒸气协同诱导的动态可逆手性自排序。由于蒸气诱导的不同结构转变对光学性质的精确调节，它对烷基酮表现出有效的链长选择性蒸气变色。实验和理论研究表明，独特的气色行为主要归因于与不同烷基酮客体形成同手性或异手性自排序组装体，这些组装体在固态超结构和CT相互作用方面存在显着差异，从而影响其光学性质。这项工作强调了手性自排序在控制合成超分子系统功能特性中的重要作用，并且在固-气界面上罕见的可控手性自排序加深了对高效气色传感器的理解。