The helical structure is often the key factor for forming and enhancing chiroptical properties, such as circular dichroism (CD) and circular polarized luminescence (CPL) effects. However, no matter whether helical molecules or helical aggregates, they usually display modest chiroptical signals, which limits their practical applications. Herein, chiral tetraphenylethylene (TPE) bimacrocycles prepared in almost quantitative yield show strong and repeatable CD signals up to more than 7000 mdeg, which is very rare for general organic compounds, besides emitting very strong CPL light with an absolute g_lum value up to 6.2 × 10⁻². It is found that the superhelices formed by self-inclusion between the cavity and outward cyclohexyl ring of TPE bimacrocycles in crystal state are the key factor for highly enhanced chiroptical effect, and the self-inclusion superhelices in assemblies are confirmed by High Resolution Transmission Electron Microscopy (HR-TEM), Powder X-ray Diffraction (XRD) and Fourier Transform Infrared Spectrometry (FT-IR) data. Furthermore, the chiral TPE bimacrocycle shows great potential in chiral recognition and chiral analysis not only for chiral acids but also for chiral amines, chiral amino acids, and neutral chiral alcohol. Using self-inclusion helical nanocrystals of chiral macrocycles, this work provides a new strategy for chiroptical materials with excellent chiroptical properties.

中文翻译：

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四苯乙烯双大环自包螺旋纳米晶高度增强的手性光学效应


螺旋结构通常是形成和增强手性光学性质的关键因素，例如圆二色性（CD）和圆偏振发光（CPL）效应。然而，无论是螺旋分子还是螺旋聚集体，它们通常显示出适度的手性光学信号，这限制了它们的实际应用。在此，以几乎定量产率制备的手性四苯乙烯（TPE）双大环显示出高达7000 mdeg以上的强且可重复的CD信号，这对于一般有机化合物来说是非常罕见的，此外还发射非常强的CPL光_{，绝对glum}值高达6.2 × 10 ^-2 。研究发现晶态下TPE双大环的空腔与向外的环己基环之间自包含形成的超螺旋是手性光学效应高度增强的关键因素，并且通过高分辨率透射电子显微镜证实了组装体中的自包含超螺旋(HR-TEM)、粉末 X 射线衍射 (XRD) 和傅里叶变换红外光谱 (FT-IR) 数据。此外，手性TPE双大环不仅在手性酸、手性胺、手性氨基酸和中性手性醇的手性识别和手性分析方面显示出巨大的潜力。这项工作利用手性大环的自包含螺旋纳米晶，为具有优异手性光学性质的手性光学材料提供了一种新策略。