Controllable fabrication of enantiospecific molecular superlattices is a matter of imminent scientific and technological interest. Herein, we demonstrate that long-range superlattice chirality in molecular self-assemblies can be tailored by tuning the interplay of weak intermolecular non-covalent interactions between hexaphenylbenzene-based enantiomers. By means of high-resolution scanning tunneling microscopy measurements, we demonstrate that the functionalization of a hexaphenylbenzene-based molecule with fluorine (F) atoms leads to the formation of molecular self-assemblies with distinct long-range chiral recognition patterns. We employed density functional theory calculations to quantify F-mediated lone pair F⋯π, C–H⋯F, and F⋯F interactions attributed to the distinct enantiospecific molecular self-organizations. Our findings underpin a viable route to fabricate long-range chiral recognition patterns in supramolecular assemblies by engineering the weak non-covalent intermolecular interactions.

中文翻译：

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通过弱氟介导的相互作用调整分子自组装中的长程超晶格手性

对映体特异性分子超晶格的可控制造是一个迫在眉睫的科学和技术问题。在这里，我们证明了分子自组装中的长程超晶格手性可以通过调整六苯基苯基对映体之间弱分子间非共价相互作用的相互作用来定制。通过高分辨率扫描隧道显微镜测量，我们证明了具有氟 (F) 原子的六苯基苯基分子的功能化导致形成具有不同长程手性识别模式的分子自组装。我们采用密度泛函理论计算来量化 F 介导的孤对 F⋯π、C-H⋯F 和 F⋯F 相互作用归因于不同的对映特异性分子自组织。