Youth from all areas of Philadelphia kick off Peace Olympics with March

2011/10/28 by Nicholas G. W. Cowper, Colleen P. Chernowsky, Oliver P. Williams +2 · 5 citations
Biochemistry, Genetics and Molecular Biology · Chemistry · Medicine · #Catalytic C–H Functionalization Methods #Genetics and Physical Performance #Radical Photochemical Reactions #Sports injuries and prevention #Sulfur-Based Synthesis Techniques

paper · doi:10.1021/jacs.9b12328

openalex publication_date 2011/10/28 · openalex created_date 2016/06/24 · openalex updated_date 2026/06/24

Abstract

We describe a new catalytic strategy to transcend the energetic limitations of visible light by electrochemically priming a photocatalyst prior to excitation. This new catalytic system is able to productively engage aryl chlorides with reduction potentials hundreds of millivolts beyond the potential of Na⁰ in productive radical coupling reactions. The aryl radicals produced via this strategy can be leveraged for both carbon-carbon and carbon-heteroatom bond-forming reactions. Through direct comparison, we illustrate the reactivity and selectivity advantages of this approach relative to electrolysis and photoredox catalysis.

Citations

• Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis
• Reductive Electrophotocatalysis: Merging Electricity and Light To Achieve Extreme Reduction Potentials

Cited by

• Hole-mediated photoredox catalysis: tris( <i>p</i> -substituted)biarylaminium radical cations as tunable, precomplexing and potent photooxidants
• Powering the Future: How Can Electrochemistry Make a Difference in Organic Synthesis?
• Harnessing the synergistic power of light and electricity: an emerging frontier in catalytic heterocycle synthesis
• Electrocatalysis as an enabling technology for organic synthesis
• Recent advances in visible light-activated radical coupling reactions triggered by (i) ruthenium, (ii) iridium and (iii) organic photoredox agents

Related

• Reductive Electrophotocatalysis: Merging Electricity and Light To Achieve Extreme Reduction Potentials
• Harnessing the synergistic power of light and electricity: an emerging frontier in catalytic heterocycle synthesis
• New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry
• Hole-mediated photoredox catalysis: tris( <i>p</i> -substituted)biarylaminium radical cations as tunable, precomplexing and potent photooxidants
• Visible‐Light‐Induced Homolysis of Earth‐Abundant Metal‐Substrate Complexes: A Complementary Activation Strategy in Photoredox Catalysis