Direct C–H heteroarylation by an acenaphthyl-based α-diimine palladium complex: improvement of the reaction efficiency for bi(hetero)aryls under aerobic conditions

Abstract

A bulky ancenaphthyl skeleton-based α-diimine palladium complex has been developed, which exhibited high reactivity for direct heteroarylation of heteroaryl bromides under aerobic conditions with a broad substrate scope.

Biodegradable Polyimidazole Particles as Contrast Agents Produced by Direct Arylation Polymerization

“…By contrast, direct C-H arylation offers a more atom economic alternative, especially to Suzuki-coupling. [17][18][19][20] The direct arylation approach has already been applied to the synthesis of conjugated polymers; 21 however, it has not yet been adapted to the dispersion polymerization protocol to synthesize narrowly dispersed or uniform conjugated polymer particles.…”

Palladium‐Based Catalysts Supported by Unsymmetrical XYC–1 Type Pincer Ligands: C5 Arylation of Imidazoles and Synthesis of Octinoxate Utilizing the Mizoroki–Heck Reaction

“…Next, we performed XPS analysis of the reaction mixture under the standard condition in the presence of catalyst C2 (shown in Figure ). We found four peaks at 336.0 eV and 337.8 eV, 341.2 and 342.9 eV, which assigned of Pd(0) and Pd(II) are present in the reaction mixture , . Further, by TEM analysis of the reaction mixture in the presence of palladium complexes C2 we observed palladium nanoparticles.…”

“…The ligand exchange happens with potassium salts of pivalic acid provided intermediate C (Scheme). The C–H bond (C5) cleavage step 1‐methyl‐1H‐imidazole/1,2‐dimethyl‐1H‐imidazole with the aid of pivalate generates intermediate C via CMD transition state, which undergoes reductive elimination giving rise to the arylated product and regenerated Pd(0) intermediate (A).…”

Direct arylation and Suzuki-Miyaura coupling of imidazo[1,2-a]pyridines catalyzed by (SIPr)Pd(allyl)Cl complex under microwave-irradiation

“…We also showed that the reaction is feasible when using bromoheteroaryls as coupling partners. Thus, the reaction between 1 and either 3-bromopyridine or 2-bromothiophene led to expected products 11 30a and 12 38 in 69 and 60% yields, respectively (entries 11 and 12, Table 1).…”

“…1 H NMR and 13 C NMR spectrum matched that of the literature. -2-yl)imidazo[1,2-a] pyridine 12 38 . The generale procedure afforded 102 mg (60% yield) of the title compound.…”