Ruthenium N‐heterocyclic–carbene catalyzed diarylation of arene CH bond

Abstract

Novel ruthenium-1,3-dialkylimidazolin-2-ylidene complexes (2a-e) have been prepared and characterized by C, H, N analysis, 1 H-NMR and 13 C-NMR. The ortho position of the aromatic ring of pyridyl group substituted aromatic compound was directly arylated with aryl bromides and chlorides in the presence of a catalytic amount of [RuCl 2 (1,3-dialkylimidazolin-2-ylidene)] complexes.

Synthesis of palladium complexes derived from imidazolidin‐2‐ylidene ligands and used for catalytic amination reactions

“…These complexes show typical spectroscopic signatures, which are in line with those recently reported for other [PdCl 2 (N-heterocyclic carbene) 2 ] complexes. [18,19,27] The analytical data are in good agreement with the compositions proposed for all the complexes and are summarized in Table 2.…”

N-Heterocyclic Carbenes in Late Transition Metal Catalysis

“…Further investigation of the potential of these ligands revealed their high efficiency in direct C sp 2 −H arylation . The direct arylation of “inert” C−H bonds is currently a field of high interest, notably for its faculty to minimize the organometallic waste produced with classical cross-coupling reactions .…”

N-Heterocyclic Carbene Complexes in C–H Activation Reactions

“…Subsequently, Özdemir and co-workers synthesized a series of well-defined, air- and moisture-stable Ru–NHC complexes 206 – 209 based on the imidazolidinylidene scaffold and evaluated their activity in (sp 2 )–H arylation of 2-arylpyridines with aryl chlorides (Scheme ). They found that these [Ru­(NHC)­Cl 2 ] complexes are highly active in the diselective arylation of 2-arylpyridines. Catalyst comparison studies demonstrated that precatalyst 209 containing the N -4-methylbenzyl substituent was the most active in this series.…”

“…with aryl chlorides (Scheme 139). 275 They found that these [Ru(NHC)Cl 2 ] complexes are highly active in the diselective arylation of 2-arylpyridines. Catalyst comparison studies demonstrated that precatalyst 209 containing the N-4methylbenzyl substituent was the most active in this series.…”