Haering, Marken and Abramov, Alex and Okumura, Keisuke and Ghosh, Indrajit and Koenig, Burkhard and Yanai, Nobuhiro and Kimizuka, Nobuo and Diaz Diaz, David (2018) Air-Sensitive Photoredox Catalysis Performed under Aerobic Conditions in Gel Networks. JOURNAL OF ORGANIC CHEMISTRY, 83 (15). pp. 7928-7938. ISSN 0022-3263,
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In this work, we demonstrate that useful C-C bond-forming photoredox catalysis can be performed in air using easily prepared gel networks as reaction media to give similar results as are obtained under inert atmosphere conditions. These reactions are completely inhibited in homogeneous solution in air. However, the supramolecular fibrillar gel networks confine the reactants and block oxygen diffusion, allowing air-sensitive catalytic activity under ambient conditions. We investigate the mechanism of this remarkable protection, focusing on the boundary effect in the self-assembled supramolecular gels that enhances the rates of productive reactions over diffusion-controlled quenching of excited states. Our observations suggest the occurrence of triplet sensitized chemical reactions in the gel networks within the compartmentalized solvent pools held between the nanofibers. The combination of enhanced viscosity and added interfaces in supramolecular gel media seems to be a key factor in facilitating the reactions under aerobic conditions.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SELF-ASSEMBLED NANOREACTORS; UP-CONVERSION; LIGHT; PHOTOCATALYSIS; MICROENVIRONMENTS; PHARMACEUTICALS; NANOPARTICLES; GENERATION; MOLECULES; OXIDATION; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. David Díaz Díaz |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 05 Mar 2020 12:15 |
| Last Modified: | 05 Mar 2020 12:15 |
| URI: | https://pred.uni-regensburg.de/id/eprint/14064 |
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