Autor: |
Cao YX; Univ Rennes, CNRS, UMR 6226, F-3500 Rennes, France., Zhu G; Univ Rennes, CNRS, UMR 6226, F-3500 Rennes, France.; Department of Chemistry, Jinan University, 511443 Guangzhou, China., Li Y; Department of Chemistry, Jinan University, 511443 Guangzhou, China., Le Breton N; Institut de Chimie de Strasbourg, CNRS UMR 7177, Université de Strasbourg, 4 rue Blaise Pascal, 67000 Strasbourg, France., Gourlaouen C; Institut de Chimie de Strasbourg, CNRS UMR 7177, Université de Strasbourg, 4 rue Blaise Pascal, 67000 Strasbourg, France., Choua S; Institut de Chimie de Strasbourg, CNRS UMR 7177, Université de Strasbourg, 4 rue Blaise Pascal, 67000 Strasbourg, France., Boixel J; Univ Rennes, CNRS, UMR 6226, F-3500 Rennes, France., Jacquot de Rouville HP; Institut de Chimie de Strasbourg, CNRS UMR 7177, Université de Strasbourg, 4 rue Blaise Pascal, 67000 Strasbourg, France., Soulé JF; Univ Rennes, CNRS, UMR 6226, F-3500 Rennes, France. |
Abstrakt: |
A photoinduced arylation of N-substituted acridinium salts has been developed and has exhibited a high functional group tolerance (e.g., halogen, nitrile, ketone, ester, and nitro). A broad range of well-decorated C9-arylated acridinium-based catalysts with fine-tuned photophysical and photochemical properties, namely, excited-state lifetimes and redox potentials have been synthetized in a one-step procedure. These functionalized acridinium salts were later evaluated in the photoredox-catalyzed fragmentation of 1,2-diol derivatives (lignin models). Among them, 2-bromophenyl substituted N -methyl acridinium has outperformed all photoredox catalysts, including commercial Fukuzumi's catalyst, for the selective C β O-Ar bond cleavage of diol monoarylethers to afford 1,2-diols in good yields. |