Ligand-Promoted Rh(III)-Catalyzed Coupling of Aryl C–H Bonds with Arylboron Reagents

Rhodium­(III)-catalyzed C–H arylation of arenes with phenylboronic acid pinacol esters has been achieved using a readily removable <i>N</i>-pentafluorophenylbenzamide directing group for the first time. The use of a bidentate phosphine ligand (Binap) significantly increased the yield of the cross-coupling of C–H bonds with organoboron reagents

Ligand-Promoted Rh(III)-Catalyzed Coupling of Aryl C–H Bonds with Arylboron Reagents

Rhodium­(III)-catalyzed C–H arylation of arenes with phenylboronic acid pinacol esters has been achieved using a readily removable <i>N</i>-pentafluorophenylbenzamide directing group for the first time. The use of a bidentate phosphine ligand (Binap) significantly increased the yield of the cross-coupling of C–H bonds with organoboron reagents

Rhodium-Catalyzed Direct <i>Ortho</i> C–H Arylation Using Ketone as Directing Group with Boron Reagent

A general method for selective <i>ortho</i> C–H arylation of ketone, with boron reagent enabled by rhodium complexes with excellent yields, is developed. The transformation is characterized by the use of air-stable Rh catalyst, high monoarylation selectivity, and excellent yields of most of the substrates

Rh(III)-Catalyzed <i>meta</i>-C–H Olefination Directed by a Nitrile Template

A range of Rh­(III)-catalyzed <i>ortho</i>-C–H functionalizations have been developed; however, extension of this reactivity to remote C–H functionalizations through large-ring rhodacyclic intermediates has yet to be demonstrated. Herein we report the first example of the use of a U-shaped nitrile template to direct Rh­(III)-catalyzed remote <i>meta</i>-C–H activation via a postulated 12-membered macrocyclic intermediate. Because the ligands used for Rh­(III) catalysts are significantly different from those of Pd­(II) catalysts, this offers new opportunities for future development of ligand-promoted <i>meta</i>-C–H activation reactions

One-Pot Construction of Heteroarylation/Esterification Products of Acrylic Acids via Iridium(III)-Catalyzed C–H Activation

A carboxylate-assisted iridium(III)-catalyzed regioselective C(sp2)–H heteroarylation/esterification reaction of acrylic acid is disclosed herein for the first time. This catalytic protocol tolerates various α-substituted, β-substituted, and α, β-disubstituted acrylic acids as well as heteroaromatic boronates well. The resulting 3,4-dihydro-2H-pyran-6-carboxylic acid derivative 3r highlighted the AIE-active luminophore with multiple emission signal properties and a high quantum yield of 28%, exhibiting the potential application of this methodology for the synthesis of nitrogen-containing organic functional materials