The rational design and modification of the helix is of significance for fully promoting properties of configurationally stable materials for various applications in chiral science. Herein, a straightforward, sterically less demanding synthetic approach involving hybridization between two [6]helicene subunits and a perylene diimide (PDI) scaffold are presented, affording perylene diimide-embedded double [8]helicenes (PD8Hs) which represent the highest double carbohelicenes reported thus far. Due to the structural features of PDI and [6]helicene, the PD8Hs have six diastereomers including two pairs of enantiomers and two mesomers. Such structural diversity is unprecedented in the realm of double helicenes. The absolute configuration of these PD8Hs was unambiguously confirmed by single-crystal X-ray diffraction analyses, revealing that the subtle configurational differences lead to great variation in the superhelical structure and molecular packing arrangement. Due to the embedding of the PDI chromophore, the PD8Hs possess outstanding fluorescence quantum yields of approximately 30%. Two pairs of enantio-mers were resolved by chiral HPLC, and the chiroptical properties were evaluated using circular dichroism and circularly polar-ized luminescence spectroscopy, of which PD8H-6R exhibited excellent chiroptical performances in both the absorption and emission ranges with dissymmetry factors |gabs| of 0.012 and |glum| of 0.002.

中文翻译：

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苝二亚胺嵌入双[8]螺旋

螺旋的合理设计和修饰对于充分促进构型稳定材料在手性科学中的各种应用具有重要意义。在此，提出了一种直接的、空间要求较低的合成方法，包括两个 [6] 螺旋亚基和苝二亚胺 (PDI) 支架之间的杂交，提供了苝二亚胺嵌入的双 [8] 螺旋 (PD8Hs)，它代表了已报道的最高双碳螺旋迄今。由于 PDI 和 [6] helicene 的结构特征，PD8Hs 有六个非对映异构体，包括两对对映异构体和两个中间异构体。这种结构多样性在双螺旋领域是前所未有的。这些 PD8H 的绝对构型通过单晶 X 射线衍射分析得到明确证实，揭示了细微的构型差异导致超螺旋结构和分子堆积排列的巨大变化。由于嵌入了 PDI 发色团，PD8Hs 具有约 30% 的出色荧光量子产率。两对对映体通过手性高效液相色谱法拆分，并使用圆二色性和圆偏振发光光谱评估手性光学性能，其中PD8H-6R在不对称因子|gabs的吸收和发射范围内都表现出优异的手性光学性能| 0.012 和 |闷闷不乐| 0.002。两对对映体通过手性高效液相色谱法拆分，并使用圆二色性和圆偏振发光光谱评估手性光学性能，其中PD8H-6R在不对称因子|gabs的吸收和发射范围内都表现出优异的手性光学性能| 0.012 和 |闷闷不乐| 0.002。两对对映体通过手性高效液相色谱法拆分，并使用圆二色性和圆偏振发光光谱评估手性光学性能，其中PD8H-6R在不对称因子|gabs的吸收和发射范围内都表现出优异的手性光学性能| 0.012 和 |闷闷不乐| 0.002。