Visible Light Induced Rhodium(I)-Catalyzed C-H Borylation

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

Visible Light Induced Rhodium(I)-Catalyzed C-H Borylation

Jompol Thongpaen ^{1, 2} Romane Manguin ¹ Vincent Dorcet ¹ Thomas Vives ¹ Carine Duhayon ² Marc Mauduit ¹ Olivier Baslé ^{1, 2}

1 ISCR - Institut des Sciences Chimiques de Rennes

2 LCC - Laboratoire de chimie de coordination

Abstract : 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 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 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 -hydride intermediate.

Keywords : C−H activation boron carbenes photochemistry rhodium

Document type :

Journal articles

Domain :

Chemical Sciences

Complete list of metadatas

https://hal-univ-rennes1.archives-ouvertes.fr/hal-02307077
Contributor : Laurent Jonchère <>
Submitted on : Monday, October 7, 2019 - 11:51:53 AM
Last modification on : Tuesday, November 12, 2019 - 5:01:16 PM

Visible Light Induced Rhodium(I)-Catalyzed C-H Borylation

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Visible Light Induced Rhodium(I)-Catalyzed C-H Borylation

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