Visible-Light-Initiated Palladium-Catalyzed Cross-coupling by PPh3 Uncaging from an Azobenzene Ruthenium-Arene Complex

Chemistry. 2022 Jul 20;28(41):e202200519. doi: 10.1002/chem.202200519. Epub 2022 Jun 10.

Abstract

Photo-release of triphenylphosphine from a sulfonamide azobenzene ruthenium-arene complex was exploited to activate PdII Cl2 into Pd0 catalyst, for the photo-initiation of Sonogashira cross-coupling. The transformation was initiated on demand - by using simple white LED strip lights - with a high temporal response and the ability to control reaction rate by changing the irradiation time. Various substrates were successfully applied to this photo-initiated cross-coupling, thus illustrating the wide functional-group tolerance of our photo-caged catalyst activator, without any need for sophisticated photochemistry apparatus.

Keywords: Sonogashira cross-coupling; arene ruthenium; azobenzene; photochemistry; triphenylphosphine.

MeSH terms

  • Azo Compounds
  • Catalysis
  • Palladium
  • Ruthenium*

Substances

  • Azo Compounds
  • Palladium
  • Ruthenium
  • azobenzene