Catalytic aerobic oxidation of phenols to ortho-‐quinones with air-‐stable copper precatalysts M.S. Askari,a L.A. Rodríguez-‐Solano,a A. Proppe,a B. McAllister,a J.-‐P. Lumbb and X. Ottenwaelder*a a
Department of Chemistry and Biochemistry, Concordia University, Montreal, QC, H4B 1R6, Canada b
Department of Chemistry, McGill University, Montreal, QC, H3A 2K6, Canada
Dalton Transactions, 2015, DOI: 10.1039/c5dt00822k 1. General Experimental ............................................................................................................. 2 2. Syntheses and Characterizations ............................................................................................. 2 a) Synthesis of 3 ........................................................................................................................... 2 b) Synthesis of 4 ........................................................................................................................... 3 c) Crystallographic details ............................................................................................................ 3 3. Typical Reaction Procedure ..................................................................................................... 6 4. Solvent Screening .................................................................................................................... 6 5. UV-‐Visible Spectroscopic Monitoring of the Reactions ............................................................ 7 6. References .............................................................................................................................. 7
1
1.
General Experimental Chemicals and solvents were purchased from Sigma Aldrich, Alfa Aesar or Strem Chemicals. Inhibitor-‐free
solvents were dried using a MBraun SPS 800, transferred to an inert-‐atmosphere glove box (MBraun Labmaster,