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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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Detalles Bibliográficos
Autores principales: Alexandre, Pierre‐Emmanuel, Zhang, Wen‐Shan, Rominger, Frank, Elbert, Sven M., Schröder, Rasmus R., Mastalerz, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7689861/
https://www.ncbi.nlm.nih.gov/pubmed/32521080
http://dx.doi.org/10.1002/anie.202007048
Descripción
Sumario: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.