Visible Light Induced Rhodium(I)‐Catalyzed C−H Borylation | Zendy

Thongpaen Jompol | Zendy; Manguin Romane | Zendy; Dorcet Vincent | Zendy; Vives Thomas | Zendy; Duhayon Carine | Zendy; Mauduit Marc | Zendy; Baslé Olivier | Zendy

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Visible Light Induced Rhodium(I)‐Catalyzed C−H Borylation

Author(s) -

Thongpaen Jompol,

Manguin Romane,

Dorcet Vincent,

Vives Thomas,

Duhayon Carine,

Mauduit Marc,

Baslé Olivier

Publication year - 2019

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201905924

Subject(s) - borylation , rhodium , chemistry , photocatalysis , photochemistry , visible spectrum , regioselectivity , catalysis , hydride , ligand (biochemistry) , iridium , medicinal chemistry , polymer chemistry , organic chemistry , materials science , metal , biochemistry , alkyl , receptor , optoelectronics , aryl

An efficient visible light induced rhodium(I)‐catalyzed regioselective borylation of aromatic C−H bonds is reported. The photocatalytic system is based on a single NHC−Rh I complex capable of both harvesting visible light and enabling the bond breaking/forming at room temperature. The chelating nature of the NHC‐carboxylate ligand was critical to ensure the stability of the Rh I complex and to provide excellent photocatalytic activities. Experimental mechanistic studies evidenced a photooxidative ortho C−H bond addition upon irradiation with blue LEDs, leading to a cyclometalated Rh III ‐hydride intermediate.

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