Hybrid Catalysts in Photoredox Arylation of Sodium Arylsulfinates
Violetta A. Ionova, Anton S. Abel, Alexei D. Averin, I. P. Beletskaya
Abstract
Abstract Complexes [(bpy) 2 Ru( BL )](PF 6 ) 2 ( Ru(BL) , BL= N,N ‐di(pyridin‐2‐yl)‐1,10‐phenanthrolinamine) have been investigated in the coupling reaction of aryl halides and sodium arylsulfinates under visible light irradiation. The position (3, 4 or 5) of the nickel‐coordinating di(pyridin‐2‐yl)amine fragment in the 1,10‐phenanthroline core has a strong influence on the activity of the catalytic system. The advantage of binding fragments of photocatalyst and metal complex into one molecule in the systems with bridging ligands N,N ‐di(pyridin‐2‐yl)‐1,10‐phenanthrolin‐3‐amine ( BL1 ) and N,N ‐di(pyridin‐2‐yl)‐1,10‐phenanthrolin‐4‐amine ( BL2 ), in comparison with mixed catalytic systems, is shown. With Ru(BL2) photocatalysts it is possible to reduce the loading to 0.1 mol%, instead of the commonly used 1–2 mol%, and to eliminate the use of the additional ligand for nickel. Under these conditions, more than 20 diarylsulfones of different structures were synthesized in 25–95% yields.