Gigantic Porphyrinic Cages
| Autor: | Hayoung Song, In-Chul Hwang, Rahul Dev Mukhopadhyay, Wooseup Hwang, Jaehyoung Koo, Kimoon Kim, Ikjin Kim, Mu-Hyun Baik, Avinash Dhamija, Dasol Cho, Seungha Kim, Young Ho Ko, Hochan Lee, Younghoon Kim |
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| Rok vydání: | 2020 |
| Předmět: |
Cuboctahedron
General Chemical Engineering Biochemistry (medical) Supramolecular chemistry 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry Porphyrin 0104 chemical sciences Crystallography chemistry.chemical_compound chemistry Covalent bond Materials Chemistry Environmental Chemistry Molecule 0210 nano-technology Cage Host–guest chemistry Single crystal |
| Zdroj: | Chem. 6:3374-3384 |
| ISSN: | 2451-9294 |
| Popis: | Summary Due to the existing challenges in the synthesis of covalently linked large organic cages, the potential benefits of such gigantic structures have been less explored, comparatively. Here, we present a one-pot, template-free strategy to construct a porphyrin-based gigantic organic cage P12L24, built with 12 square-shaped porphyrins (P) and 24 bent linkers (L). Single crystal X-ray analysis of P12L24 revealed a cuboctahedron structure with a diameter of ∼5.3 nm reminiscent of the COPII protein with a cuboctahedral geometry. To the best of our knowledge, it represents the largest, pure organic synthetic cage reported so far. By virtue of its large voids facilitating mass transport of substrates, 3a efficiently catalyzes the photooxidation of dihydroxynaphthalene derivatives in a heterogeneous setting, corroborating the benefits of these structures. Additionally, we demonstrate the insertion of a linear guest molecule into Zn-metallated cage Zn-3b in solution, which may facilitate the synthesis of multivariate gigantic cages in the future. |
| Databáze: | OpenAIRE |
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