Synthesis of 2,4-Diarylquinolines: Nickel-Catalysed Ligand-Free Cross-Couplings of 4-Chloro-2-Arylquinolines with Arylmagnesium Halides in 2-Methyltetrahydrofuran

Abstract

A ligand-free and room temperature protocol for the synthesis of 2,4-diarylquinolines is described. Treatment of 4-chloro-2-arylquinolines with arylmagnesium halides in the presence of a catalytic amount of nickel(II) chloride without ligands in 2-methyltetrahydrofuran (2-MeTHF) afforded the corresponding cross-coupling products in good yields.

Understanding the emission from dendrimers composed of thermally activated delayed fluorescence-based dendrons and a phosphorescent fac-tris[2-(thiophen-2-yl)-4-(phenyl)quinoline]iridium(iii) core

“…A mixture of 2-(thiophen-2-yl)-4-( p -tolyl)quinoline ( 1 ) 52 (800 mg, 2.66 mmol), iridium( iii ) chloride hydrate (187 mg, 0.53 mmol), silver( i ) trifluoroacetate (589 mg, 2.66 mmol), and glycerol (1.0 mL) was stirred under vacuum for 1 h before being backfilled with nitrogen. The reaction mixture was stirred at 195 °C for 24 h under nitrogen.…”