Self-similar chiral organic molecular cages
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 synthesiz...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2024-01-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-024-44922-y |
| _version_ | 1797276422571556864 |
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| author | Zhen Wang Qing-Pu Zhang Fei Guo Hui Ma Zi-Hui Liang Chang-Hai Yi Chun Zhang Chuan-Feng Chen |
| author_facet | Zhen Wang Qing-Pu Zhang Fei Guo Hui Ma Zi-Hui Liang Chang-Hai Yi Chun Zhang Chuan-Feng Chen |
| author_sort | Zhen Wang |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-07T15:28:02Z |
| format | Article |
| id | doaj.art-b0a30c190ea74efd87f57ed14caf8493 |
| institution | Directory Open Access Journal |
| issn | 2041-1723 |
| language | English |
| last_indexed | 2024-03-07T15:28:02Z |
| publishDate | 2024-01-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj.art-b0a30c190ea74efd87f57ed14caf84932024-03-05T16:35:30ZengNature PortfolioNature Communications2041-17232024-01-0115111010.1038/s41467-024-44922-ySelf-similar chiral organic molecular cagesZhen Wang0Qing-Pu Zhang1Fei Guo2Hui Ma3Zi-Hui Liang4Chang-Hai Yi5Chun Zhang6Chuan-Feng Chen7College of Life Science and Technology, Huazhong University of Science and TechnologyCollege of Life Science and Technology, Huazhong University of Science and TechnologyNational Engineering Laboratory for Advanced Yarn and Fabric Formation and Clean Production, Technology Institute, Wuhan Textile UniversityCollege of Life Science and Technology, Huazhong University of Science and TechnologyNational Engineering Laboratory for Advanced Yarn and Fabric Formation and Clean Production, Technology Institute, Wuhan Textile UniversityNational Engineering Laboratory for Advanced Yarn and Fabric Formation and Clean Production, Technology Institute, Wuhan Textile UniversityCollege of Life Science and Technology, Huazhong University of Science and TechnologyBeijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of SciencesAbstract 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.https://doi.org/10.1038/s41467-024-44922-y |
| spellingShingle | Zhen Wang Qing-Pu Zhang Fei Guo Hui Ma Zi-Hui Liang Chang-Hai Yi Chun Zhang Chuan-Feng Chen Self-similar chiral organic molecular cages Nature Communications |
| title | Self-similar chiral organic molecular cages |
| title_full | Self-similar chiral organic molecular cages |
| title_fullStr | Self-similar chiral organic molecular cages |
| title_full_unstemmed | Self-similar chiral organic molecular cages |
| title_short | Self-similar chiral organic molecular cages |
| title_sort | self similar chiral organic molecular cages |
| url | https://doi.org/10.1038/s41467-024-44922-y |
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