A robust porous quinoline cage: transformation of a [4+6] salicylimine cage by povarov cyclization
Porous shape-persistent organic cages have become the object of interest in recent years because they are soluble and thus processable from solution. A variety of cages can be achieved by applying dynamic covalent chemistry (DCC), but they are less chemically stable. Here the transformation of a sal...
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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
2020
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| In: |
Angewandte Chemie
Year: 2020, Volume: 132, Issue: 44, Pages: 19843-19847 |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.2020070488 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ange.2020070488 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/10.1002/ange.202007048 |
| Author Notes: | Pierre-Emmanuel Alexandre, Wen-Shan Zhang, Frank Rominger, Sven M. Elbert, Rasmus R. Schröder, and Michael Mastalerz |
| Summary: | Porous shape-persistent organic cages have become the object of interest in recent years because they are soluble and thus processable from solution. A variety of cages can be achieved by applying dynamic covalent chemistry (DCC), but they are less chemically stable. Here the transformation of a salicylimine cage into a quinoline cage by a twelve-fold Povarov reaction as the key step is described. Besides the chemical stability of the cage over a broad pH regime, it shows a unique absorption and emission depending on acid concentration. Furthermore, thin films for the vapor detection of acids were investigated, showing color switches from pale-yellow to red, and characteristic emission profiles. |
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| Item Description: | First published: 10 June 2020 Gesehen am 02.11.2021 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3757 |
| DOI: | 10.1002/ange.2020070488 |