Palladium‐Catalyzed Direct Monoarylation of Aryl C−H Bonds with Iodoarenes

Abstract

The transition‐metal‐catalyzed direct arylation of nonactivated aryl C−H bonds with iodoarenes has emerged as an important method for the construction of biaryls. Generally, the direct arylation reaction proceeds in the presence of stoichiometric Ag additives; moreover, the diarylation product is often unavoidable if there are two identical aromatic C−H bonds in the substrate. Herein we disclose an efficient Pd(OAc)2/trifluoroacetic acid/O2 catalytic system that promotes direct arylation reactions of a variety of aromatic C−H bonds with diverse iodoarenes under Ag‐free conditions. The coupling reaction possesses a complete monoarylation selectivity. This approach provides a straightforward, facile, and economical route to biaryls.

A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistry

“…Punji and Wang reported the use of aryl iodides with Ni and Pd catalysis respectively ( Scheme 109B and D ). 640 , 641 While the first required preformed Ni( ii ) catalysts and the use of strong base, the latter employed O 2 as oxidant and green solvents, although a 10% Pd loading was required. Notably, both methods provide selective monoarylation, which is not always achieved.…”

Recent progress on the synthesis of metal alloy nanowires as electrocatalysts

“…Ru-Pd (Rh and Ag) alloy nanowires were generated by first synthesizing Ru nanoparticles with diameters of 2-3 nm with a polyol process, and then reducing the second metal together with the Ru nanoparticles in the presence of PVP under a solvothermal condition. 132 The formation of the nanowire structure was attributed to an attachment process assisted by the heterogeneous nucleation of Pd, and the linear structure was obtained as a balance between the van der Waal's interaction and electrostatic repulsion between the particles. PVP in this work was believed to function as a stabilizer to assist the attachment process.…”

Pd(II)/Lewis Acid Catalyzed Intramolecular Oxidative C−H Amination to Construct Carbazoles with Dioxygen

“…Additional references cited within the Supporting Information. [25][26][27][28][29][30][31][32][33][34][35][36][37][38][39][40]…”