Re-visiting of 5-[(E)-2-(aryl)-1-diazenyl]-quinolin-8-ol with tweaking of Sn–Ph groups: Synthesis, spectroscopic characterization and X-ray crystallography

Reactions of sodium 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates (LH, where the aryl group is an R-substituted phenyl ring such that for L1H: R = H; L2H: R = 2′-CH3; L3H: R = 3′-CH3; L4H: R = 4′-CH3; L5H: R = 4′-OCH3 and L6H: R = 4′-OC2H5) with Ph3SnCl in a 1:1 molar ratio yielded complexes of composition Ph3SnL. The complexes have been characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of Ph3SnL1 · 0.5C6H6 (1), Ph3SnL2 (2), Ph3SnL5 · C6H6 (5) and Ph3SnL6 · 0.5C6H6 (6) were determined. The results of the X-ray studies indicated that the benzene solvated compounds 1, 5 and 6 are distorted square pyramid, with one of the phenyl C atoms in the apex while the ligand arrangement around central Sn atom in 2 is distorted trigonal-bipyramidal, with a phenyl C and the oxinato N atoms in axial positions.

Graphical abstractReactions of sodium 5-[(E)-2-(aryl)-1-diazenyl]quinolin-8-olates (LH, where the aryl group is an R-substituted phenyl ring such that for L1H: R = H; L2H: R = 2′-CH3; L3H: R = 3′-CH3; L4H: R = 4′-CH3; L5H: R = 4′-OCH3 and L6H: R = 4′-OC2H5) with Ph3SnCl in a 1:1 molar ratio yielded complexes of composition Ph3SnL. The crystal structures of Ph3SnL1 · 0.5C6H6 (1), Ph3SnL2 (2), Ph3SnL5 · C6H6 (5) and Ph3SnL6 · 0.5C6H6 (6) were determined. The results of the X-ray studies indicated that the benzene solvated compounds 1, 5 and 6 are distorted square pyramid, with one of the phenyl C atoms in the apex while the ligand arrangement around central Sn atom in 2 is distorted trigonal-bipyramidal, with a phenyl C and the oxinato N atoms in axial positions.Figure optionsDownload full-size imageDownload as PowerPoint slide