86069-69-4Relevant articles and documents
Spectroscopic, x-ray diffraction and density functional theory study of intra- and intermolecular hydrogen bonds in ortho-(4-tolylsulfonamido)benzamides
Maluleka, Marole M.,Mphahlele, Malose J.,Onwu, Eugene E.
, (2021)
The conformations of the title compounds were determined in solution (NMR and UVVis spectroscopy) and in the solid state (FT-IR and XRD), complemented with density functional theory (DFT) in the gas phase. The nonequivalence of the amide protons of these compounds due to the hindered rotation of the C(O)–NH2 single bond resulted in two distinct resonances of different chemical shift values in the aromatic region of their1H-NMR spectra. Intramolecular hydrogen bonding interactions between the carbonyl oxygen and the sulfonamide hydrogen atom were observed in the solution phase and solid state. XRD confirmed the ability of the amide moiety of this class of compounds to function as a hydrogen bond acceptor to form a six-membered hydrogen bonded ring and a donor simultaneously to form intermolecular hydrogen bonded complexes of the type N–H···O=S. The distorted tetrahedral geometry of the sulfur atom resulted in a deviation of the sulfonamide moiety from co-planarity of the anthranilamide scaffold, and this geometry enabled oxygen atoms to form hydrogen bonds in higher dimensions.
N-donor 2-(Sulfonamido)benzamide ligands, their palladium(II) coordination species and C–C coupling catalysis efficiencies
Oloyede, Hammed Olawale,G?rls, Helmar,Orighomisan Woods, Joseph Anthony,Plass, Winfried,Eseola, Abiodun Omokehinde
, p. 336 - 344 (2019/07/31)
A series of synthetically accessible ligands based on new 2-(R-sulfonamido)benzamide have been prepared (R = methyl for H3M; R = 4-toly for H3T and T2CN; R = 2,4,6-triisopropylphenyl for H3iP and HiPCN). The R-substituents were selected to vary in sizes. Allowing ligand H3iP and palladium acetate to stand in solvent leads to self-assembly of the well-defined solvent- and stoichiometry-controlled tetranuclear or hexanuclear coordination macromolecules Pd4(iP)2 and (PdHiP)6, which were analysed by X-ray crystallography. It was observed that palladium active species for Suzuki coupling catalysis could be stabilized by these simple and synthetically assessable N-donor ligands as revealed by turnover frequencies reaching 5500 h?1. Electronic features of these N-donors appear to be more important than the steric properties.
