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自组装的芘末端氨基酸中的多模态手性超结构具有可预测和可调的手性光学活性和颜色演变。

Multi-Modal Chiral Superstructures in Self-Assembled Anthracene-Terminal Amino Acids with Predictable and Adjustable Chiroptical Activities and Color Evolution.

机构信息

School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100, P. R. China.

Shandong Provincial Key Laboratory of Molecular Engineering, Qilu University of Technology (Shandong Academy of Science), Jinan, 250353, P. R. China.

出版信息

Angew Chem Int Ed Engl. 2021 Feb 8;60(6):3138-3147. doi: 10.1002/anie.202011907. Epub 2020 Dec 16.

Abstract

Deep understanding of structure-property relationship between packing of chiral building units and their chiroptical behaviors would significantly facilitate the rational design and fabrication of the emerging chiroptical materials such as circularly polarized luminescence (CPL) emissive materials. In this paper, we unveil the universal existence of supramolecular tilt helical superstructures in self-assembled π-conjugated amino acid derivatives. A series of coded amino acid methyl esters were conjugated to anthracene segments at N-terminus, which afforded 2 and 3 symmetry supramolecular tilt chirality in solid-states. Helical assemblies enabled diversified Cotton effects and CPL performances, which were in accordance with the tilted chirality between anthracene segments. Such correlation shows fine universality, whereby the chiroptical prediction could be realized. Furthermore, on top of charge-transfer complexation, manipulation of CPL emission colors and handedness were realized.

摘要

深入了解手性构建单元的堆积结构与手性光学行为之间的关系,将极大地促进新兴手性材料(如圆偏振发光(CPL)发射材料)的合理设计和制造。在本文中,我们揭示了自组装π共轭氨基酸衍生物中超分子倾斜螺旋超结构的普遍存在。一系列编码氨基酸甲酯与蒽环片段在 N 端连接,在固态中提供了 2 和 3 对称超分子倾斜手性。螺旋组装实现了多样化的科顿效应和 CPL 性能,这与蒽环片段之间的倾斜手性一致。这种相关性具有很好的普遍性,可以实现手性预测。此外,除了电荷转移络合之外,还实现了 CPL 发射颜色和手性的操控。

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