Neumeier, Michael and Sampedro, Diego and Majek, Michal and de la Pena O'Shea, Victor A. and Jacobi von Wangelin, Axel and Perez-Ruiz, Raul (2018) Dichromatic Photocatalytic Substitutions of Aryl Halides with a Small Organic Dye. CHEMISTRY-A EUROPEAN JOURNAL, 24 (1). pp. 105-108. ISSN 0947-6539, 1521-3765
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Photocatalytic bond activations are generally limited by the photon energy and the efficiency of energy and electron transfer processes. Direct two-photon processes provide sufficient energy but the ultra-short lifetimes of the excited states prohibit chemical reactions. The commercial dye 9,10-dicyanoanthracene enabled photocatalytic aromatic substitutions of non-activated aryl halides. This reaction operates under VIS-irradiation via sequential photonic, electronic, and photonic activation of the simple organic dye. The resultant highly reducing excited photocatalyst anion readily effected C-H, C-C, C-P, C-S, and C-B bond formations. Detailed synthetic, spectroscopic, and theoretical studies support a biphotonic catalytic mechanism.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | LIGHT PHOTOREDOX CATALYSIS; ELECTRON-TRANSFER PROCESSES; PHOTON UP-CONVERSION; RADICAL-ANIONS; EXCITED-STATE; 9,10-DICYANOANTHRACENE; FUNCTIONALIZATION; ACTIVATION; REDUCTION; COMPLEXES; aryl halides; cross-coupling; organic dyes; photocatalysis; two-photon processes |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Axel Jacobi von Wangelin |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 23 Mar 2020 14:59 |
| Last Modified: | 23 Mar 2020 14:59 |
| URI: | https://pred.uni-regensburg.de/id/eprint/15221 |
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