title: C-H Bond Activation/Arylation Catalyzed by Arene-Ruthenium-Aniline Complexes in Water.
abstract: 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.
authors.affiliation: Discipline of Chemistry, School of Basic Sciences, Indian Institute of Technology (IIT) Indore, Indore, 453552, India.
authors.forename: Chinky
authors.initials: C
authors.lastname: Binnani
authors.affiliation: Discipline of Chemistry, School of Basic Sciences, Indian Institute of Technology (IIT) Indore, Indore, 453552, India.
authors.forename: Deepika
authors.initials: D
authors.lastname: Tyagi
authors.affiliation: Discipline of Chemistry, School of Basic Sciences, Indian Institute of Technology (IIT) Indore, Indore, 453552, India.
authors.forename: Rohit K
authors.initials: RK
authors.lastname: Rai
authors.affiliation: Discipline of Chemistry, School of Basic Sciences, Indian Institute of Technology (IIT) Indore, Indore, 453552, India.
authors.forename: Shaikh M
authors.initials: SM
authors.lastname: Mobin
authors.affiliation: Discipline of Chemistry, School of Basic Sciences, Indian Institute of Technology (IIT) Indore, Indore, 453552, India.|Discipline of Metallurgy Engineering and Materials Science, Indian Institute of Technology (IIT) Indore, Indore, 453552, India.
authors.forename: Sanjay K
authors.initials: SK
authors.lastname: Singh
keywords: C−H activation; N ligands; arylation; homogeneous catalysis; ruthenium