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

Jenks, Tyler C.; Bailey, Matthew D.; Hovey, Jessica L.; Fernando, Shanilke; Basnayake, Gihan; Cross, Michael E.; Li, Wen; Allen, Matthew J.

doi:10.1039/C7SC02479G

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

Journal Article · Mon Jan 01 00:00:00 EST 2018 · Chemical Science

DOI:https://doi.org/10.1039/C7SC02479G· OSTI ID:1414501

^[1];

^[1]; Fernando, Shanilke ^[1]; Basnayake, Gihan ^[1];

^[1]; Li, Wen ^[1];

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Department of Chemistry, Wayne State University, Detroit, USA

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 in situ from relatively inexpensive and air-stable EuCl₃·6H₂O, 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.

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Research Organization:: Wayne State Univ., Detroit, MI (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0012628

OSTI ID:: 1414501

Alternate ID(s):: OSTI ID: 1505577

Journal Information:: Chemical Science, Journal Name: Chemical Science Vol. 9 Journal Issue: 5; ISSN 2041-6520

Publisher:: Royal Society of Chemistry (RSC)Copyright Statement

Country of Publication:: United Kingdom

Language:: English

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Cited by: 59 works

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