Rawner, Thomas and Lutsker, Eugen and Kaiser, Christian A. and Reiser, Oliver (2018) The Different Faces of Photoredox Catalysts: Visible-Light-Mediated Atom Transfer Radical Addition (ATRA) Reactions of Perfluoroalkyl Iodides with Styrenes and Phenylacetylenes. ACS CATALYSIS, 8 (5). pp. 3950-3956. ISSN 2155-5435,
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A photoredox-catalyzed procedure for the iodoper-fluoroalkylation of styrenes and phenylacetylenes using readily available copper phenanthroline catalyst is reported. In contrast to commonly employed [Ru(bpy)(3)]Cl-2, [Ru(phen)(3)]Cl-2 or fac-Ir(ppy)(3), [Cu(dap)(2)]Cl is capable to convert styrenes to the corresponding perfluoroalkyl tagged ethylbenzenes, pointing toward an additional role of the copper catalyst beyond photoinduced electron transfer. An inner sphere catalytic cycle involving Cu(III) intermediates or ligand abstraction from a [Cul](+) intermediate is proposed.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ELECTRON-TRANSFER OXIDATION; ALKYL RADICALS; COPPER(2) COMPLEXES; ORGANIC-SYNTHESIS; FACILE SYNTHESIS; ALKENES; TRIFLUOROMETHYLATION; MECHANISM; HALIDES; LIGANDS; photoredox catalysis; copper; ATRA; iodoperfluoroalkylation; visible light |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 09 Mar 2020 13:43 |
| Last Modified: | 09 Mar 2020 13:43 |
| URI: | https://pred.uni-regensburg.de/id/eprint/14598 |
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