1041085-74-8Relevant articles and documents
C?H Bond Activation/Arylation Catalyzed by Arene–Ruthenium–Aniline Complexes in Water
Binnani, Chinky,Tyagi, Deepika,Rai, Rohit K.,Mobin, Shaikh M.,Singh, Sanjay K.
, p. 3022 - 3031 (2016)
Water-soluble arene–ruthenium complexes coordinated with readily available aniline-based ligands were successfully employed as highly active catalysts in the C?H bond activation and arylation of 2-phenylpyridine with aryl halides in water. A variety of (hetero)aryl halides were also used for the ortho-C?H bond arylation of 2-phenylpyridine to afford the corresponding ortho- monoarylated products as major products in moderate to good yields. Our investigations, including time-scaled NMR spectroscopy and mass spectrometry studies, evidenced that the coordinating aniline-based ligands, having varying electronic and steric properties, had a significant influence on the catalytic activity of the resulting arene–ruthenium–aniline-based complexes. Moreover, mass spectrometry identification of the cycloruthenated species, {(η6-arene)Ru(κ2-C,N-phenylpyridine)}+, and several ligand-coordinated cycloruthenated species, such as [(η6-arene)Ru(4-methylaniline)(κ2-C,N-phenylpyridine)]+, found during the reaction of 2-phenylpyridine with the arene–ruthenium–aniline complexes further authenticated the crucial roles of these species in the observed highly active and tuned catalyst. At last, the structures of a few of the active catalysts were also confirmed by single-crystal X-ray diffraction studies.
Cobalt-catalyzed intramolecular decarbonylative coupling of acylindoles and diarylketones through the cleavage of C-C bonds
Lu, Hong,Wei, Hao,Xu, Wen-Hua,Yu, Tian-Yang
, p. 12336 - 12340 (2020/12/08)
We report here cobalt-N-heterocyclic carbene catalytic systems for the intramolecular decarbonylative coupling through the chelation-assisted C-C bond cleavage of acylindoles and diarylketones. The reaction tolerates a wide range of functional groups such as alkyl, aryl, and heteroaryl groups, giving the decarbonylative products in moderate to excellent yields. This transformation involves the cleavage of two C-C bonds and formation of a new C-C bond without the use of noble metals, thus reinforcing the potential application of decarbonylation as an effective tool for C-C bond formation. This journal is
Ruthenium-Catalyzed C-H Bond Activation/Arylation Accelerated by Biomass-Derived Ligands
Binnani, Chinky,Mandal, Shyama Charan,Pathak, Biswarup,Singh, Sanjay K.
, p. 2844 - 2852 (2019/06/24)
A variety of ligands are being explored extensively to achieve enhanced performance for ligand assisted C-H bond activation/functionalization reactions. We explored here several readily available biomass-derived ligands as effective additives to significantly enhance the catalytic activity of arene-Ru(II) dimer for ortho C-H bond arylation in a water-based catalytic reaction. We achieved almost 7-fold enhancement in the catalytic activity with [(η6-p-cymene)RuCl2]2 catalyst in the presence of levulinic acid ligand at 80 °C. Mass investigations revealed the in-situ formation of a ruthenium-levulinate complex, which presumably plays a crucial role in the formation of the important cycloruthenated intermediate by facilitating the initial activation of ortho C-H bond of 2-phenylpyridine. Density functional theoretical studies also inferred that the ligand assisted route is energetically more favorable, where the acetyl group is found to be involved in the deprotonation step.
