First use of a divalent lanthanide for visible-light-promoted photoredox catalysis

We report the first catalytic use of a divalent lanthanide in visible-light-promoted bond-forming reactions. Our new precatalyst uses europium in the +2 oxidation state and is active in the presence of blue light from light-emitting diodes. The use of low-energy visible light reduces the occurrence...

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Veröffentlicht in:Chemical science (Cambridge) 2018, Vol.9 (5), p.1273-1278
Hauptverfasser: Jenks, Tyler C, Bailey, Matthew D, Hovey, Jessica L, Fernando, Shanilke, Basnayake, Gihan, Cross, Michael E, Li, Wen, Allen, Matthew J
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Sprache:eng
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Zusammenfassung:We report the first catalytic use of a divalent lanthanide in visible-light-promoted bond-forming reactions. Our new precatalyst uses europium in the +2 oxidation state and is active in the presence of blue light from light-emitting diodes. The use of low-energy visible light reduces the occurrence of potential side reactions that might be induced by higher-energy UV light. The system described here uses zinc metal as a sacrificial reductant and is tolerant to wet, protic solvents. The catalyst can be made from relatively inexpensive and air-stable EuCl ·6H O, and the ligand can be synthesized in large quantities in two steps. With 0.5% loading of precatalyst, an average of 120 turnovers was observed in six hours for reductive coupling of benzyl chloride. We expect that the results will initiate the study of visible-light-promoted photoredox catalysis using divalent europium in a variety of reactions.
ISSN:2041-6520
2041-6539
DOI:10.1039/c7sc02479g