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Photoinduced Miyaura Borylation by a Rare-Earth-Metal Photoreductant: The Hexachlorocerate(III) Anion.

The first photoinduced carbon(sp2 )-heteroatom bond forming reaction by a rare-earth-metal photoreductant, a Miyaura borylation, has been achieved. This simple, scalable, and novel borylation method that makes use of the hexachlorocerate(III) anion ([CeIII Cl6 ]3- , derived from CeCl3 ) has a broad substrate scope and functional-group tolerance and can be conducted at room temperature. Combined with Suzuki-Miyaura cross-coupling, the method is applicable to the synthesis of various biaryl products, including through the use of aryl chloride substrates.