Self-similar chiral organic molecular cages

Zhen Wang (), Qing-Pu Zhang, Fei Guo, Hui Ma, Zi-Hui Liang, Chang-Hai Yi, Chun Zhang () and Chuan-Feng Chen ()
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Zhen Wang: Huazhong University of Science and Technology
Qing-Pu Zhang: Huazhong University of Science and Technology
Fei Guo: Wuhan Textile University
Hui Ma: Huazhong University of Science and Technology
Zi-Hui Liang: Wuhan Textile University
Chang-Hai Yi: Wuhan Textile University
Chun Zhang: Huazhong University of Science and Technology
Chuan-Feng Chen: CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences

Nature Communications, 2024, vol. 15, issue 1, 1-10

Abstract: Abstract The endeavor to enhance utility of organic molecular cages involves the evolution of them into higher-level chiral superstructures with self-similar, presenting a meaningful yet challenging. In this work, 2D tri-bladed propeller-shaped triphenylbenzene serves as building blocks to synthesize a racemic 3D tri-bladed propeller-shaped helical molecular cage. This cage, in turn, acts as a building block for a pair of higher-level 3D tri-bladed chiral helical molecular cages, featuring multilayer sandwich structures and displaying elegant characteristics with self-similarity in discrete superstructures at different levels. The evolutionary procession of higher-level cages reveals intramolecular self-shielding effects and exclusive chiral narcissistic self-sorting behaviors. Enantiomers higher-level cages can be interconverted by introducing an excess of corresponding chiral cyclohexanediamine. In the solid state, higher-level cages self-assemble into supramolecular architectures of L-helical or D-helical nanofibers, achieving the scale transformation of chiral characteristics from chiral atoms to microscopic and then to mesoscopic levels.

Date: 2024
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DOI: 10.1038/s41467-024-44922-y

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