Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes
Abstract Metallabenzenes are recognized as a unique class of aromatic compounds, not only of structural and theoretical interest but also as platforms to design powerful transformations. Here, we report the successful transmutation of a metallabenzene for pyridine synthesis. This ‘metal-to-nitrogen...
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| Format: | Article |
| Language: | English |
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Nature Portfolio
2025-04-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-025-58855-7 |
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| _version_ | 1850145217756266496 |
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| author | Yaowei Zhang Feifei Han Zhihong Yin Yapeng Cai Xiaoyan Zhang Hong Zhang |
| author_facet | Yaowei Zhang Feifei Han Zhihong Yin Yapeng Cai Xiaoyan Zhang Hong Zhang |
| author_sort | Yaowei Zhang |
| collection | DOAJ |
| description | Abstract Metallabenzenes are recognized as a unique class of aromatic compounds, not only of structural and theoretical interest but also as platforms to design powerful transformations. Here, we report the successful transmutation of a metallabenzene for pyridine synthesis. This ‘metal-to-nitrogen swapping’ process utilizes readily available ruthenabenzene phosphonium salts and commercially available 2-aminopyridines under mild conditions. The isolation of ruthena-azepines, containing a planar seven-membered aza-metallacycle, along with DFT calculations, supports the nitrogen insertion/metal deletion cascade driven by aromatization. Additionally, we investigate the tunable photophysical properties of the resulting pyridine phosphonium salts. |
| format | Article |
| id | doaj-art-b25981ad8b5e443d9ddb5c9ad0c2ac8c |
| institution | OA Journals |
| issn | 2041-1723 |
| language | English |
| publishDate | 2025-04-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj-art-b25981ad8b5e443d9ddb5c9ad0c2ac8c2025-08-20T02:28:09ZengNature PortfolioNature Communications2041-17232025-04-011611910.1038/s41467-025-58855-7Fluorescent pyridine phosphonium salts via transmutation of metallabenzenesYaowei Zhang0Feifei Han1Zhihong Yin2Yapeng Cai3Xiaoyan Zhang4Hong Zhang5College of Chemistry and Chemical Engineering, Xiamen UniversitySchool of Chemical Engineering, Dalian University of TechnologyCollege of Chemistry and Chemical Engineering, Xiamen UniversityCollege of Chemistry and Chemical Engineering, Xiamen UniversityCollege of Chemistry and Chemical Engineering, Xiamen UniversityCollege of Chemistry and Chemical Engineering, Xiamen UniversityAbstract Metallabenzenes are recognized as a unique class of aromatic compounds, not only of structural and theoretical interest but also as platforms to design powerful transformations. Here, we report the successful transmutation of a metallabenzene for pyridine synthesis. This ‘metal-to-nitrogen swapping’ process utilizes readily available ruthenabenzene phosphonium salts and commercially available 2-aminopyridines under mild conditions. The isolation of ruthena-azepines, containing a planar seven-membered aza-metallacycle, along with DFT calculations, supports the nitrogen insertion/metal deletion cascade driven by aromatization. Additionally, we investigate the tunable photophysical properties of the resulting pyridine phosphonium salts.https://doi.org/10.1038/s41467-025-58855-7 |
| spellingShingle | Yaowei Zhang Feifei Han Zhihong Yin Yapeng Cai Xiaoyan Zhang Hong Zhang Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes Nature Communications |
| title | Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes |
| title_full | Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes |
| title_fullStr | Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes |
| title_full_unstemmed | Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes |
| title_short | Fluorescent pyridine phosphonium salts via transmutation of metallabenzenes |
| title_sort | fluorescent pyridine phosphonium salts via transmutation of metallabenzenes |
| url | https://doi.org/10.1038/s41467-025-58855-7 |
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