ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Soluble Congeners of Prior Insoluble Shape-Persistent Imine Cages.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Light them up: photoresponsive imine-containing systems.Chemical science · 2025Review
- Kinetic Trapping of Rylene Diimide Covalent Organic Cages.The Journal of organic chemistry · 2025Article
- Beyond symmetric self-assembly and effective molarity: unlocking functional enzyme mimics with robust organic cages.Beilstein journal of organic chemistry · 2025Article
- Dimeric and trimeric catenation of giant chiral [8 + 12] imine cubes driven by weak supramolecular interactions.Nature chemistry · 2023Article
- [2+3] Amide Cages by Oxidation of [2+3] Imine Cages - Revisiting Molecular Hosts for Highly Efficient Nitrate Binding.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Purely Covalent Molecular Cages and Containers for Guest Encapsulation.Chemical reviews · 2022Review
- Soluble Congeners of Prior Insoluble Shape-Persistent Imine Cages.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Metallocavitins as Promising Industrial Catalysts: Recent Advances.Frontiers in chemistry · 2021Review
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
One of the most applied reaction types to synthesize shape-persistent organic cage compounds is the imine condensation reaction and it is assumed that the formed cages are thermodynamically controlled products due to the reversibility of the imine condensation. However, most of the synthesized imine cages reported are formed as precipitate from the reaction mixture and therefore rather may be kinetically controlled products. There are even examples in literature, where resulting cages are not soluble at all in common organic solvents to characterize or study their formation by NMR spectroscopy in solution. Here, a triptycene triamine containing three solubilizing n-hexyloxy chains has been used to synthesize soluble congeners of prior insoluble cages. This allowed us to study the formation as well as the reversibility of cage formation in solution by investigating exchange of building blocks between the cages and deuterated derivatives thereof.
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