Reducing rotatable bonds in one substrate accelerates a bimolecular Diels–Alder reaction in a bis-calix[4]pyrrole cage
We report the quantitative self-assembly of an endohedrally functionalized octa-imine cage from two calix[4]pyrrole scaffolds via dynamic covalent chemistry. The cavity combines size and shape complementarity with enzyme-like directional guest binding. Acting as a molecular flask, the cage stereosel...
| Autores: | , , |
|---|---|
| Formato: | artículo |
| Fecha de publicación: | 2025 |
| País: | España |
| Recursos: | Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
| Repositorio: | Recercat. Dipósit de la Recerca de Catalunya |
| OAI Identifier: | oai:recercat.cat:2072/488969 |
| Acesso em linha: | http://hdl.handle.net/2072/488969 https://doi.org/10.1039/D5CC05981J |
| Access Level: | acceso embargado |
| Palavra-chave: | Química 54 |
| Resumo: | We report the quantitative self-assembly of an endohedrally functionalized octa-imine cage from two calix[4]pyrrole scaffolds via dynamic covalent chemistry. The cavity combines size and shape complementarity with enzyme-like directional guest binding. Acting as a molecular flask, the cage stereoselectively promotes a bimolecular Diels–Alder reaction, shifting the equilibrium toward the product. Restricting substrate rotation enhanced the reaction rate dramatically (kincluded/kbulk ≈ 600 M). |
|---|