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New organopalladium building blocks for supramolecular chemistry

Posted on:1999-09-26Degree:M.ScType:Thesis
University:University of Windsor (Canada)Candidate:Deslippe, Christopher NormanFull Text:PDF
GTID:2461390014973622Subject:Chemistry
Abstract/Summary:
This thesis deals with the design, synthesis and characterization of some new metallosupramolecular molecules. These molecules are derived from the assembly of organopalladium building blocks and aromatic N-donor ligands.;Chapter Two describes the synthesis and characterization of building blocks with appended naphthyl groups and their use thereafter to produce supramolecular assemblies. Cyclometallation of the thioether ligand 1,3-bis(2-naphthylthiomethyl)benzene (NpS2) with [Pd(CH3CN4][BF4] 2 produced [Pd(NpS2)(CH3CN)][BF4]. The chloride adduct was also made to observe inversion of sulfur which was studied by variable temperature 1H NMR spectroscopy. The 1,2,4,5-tetrakis(naphthylthiomethyl)benzene (NpS4) ligand was synthesized and metallated to produce [Pd 2(NpS4)(CH3CN)2][BF4] 2. These building blocks were then used to make the assemblies of the Np-rod, Np-cleft, and the Np-box by using the ligands 4,4'-dipyridyl and 4,7-phenanthroline. All compounds were characterized through the use of 13C{1H} and 1H NMR spectroscopy as well as X-ray crystallography.;Chapter Three describes the design, synthesis and characterization of thioether ligands containing appended sulfonate groups. Direct palladation of these ligands in aqueous solution generates water-soluble organopalladium building blocks. These building blocks were characterized through the use of 13C{1H}and 1H NMR spectroscopy as well as X-ray crystallography.
Keywords/Search Tags:Building blocks, 1H NMR spectroscopy, Synthesis and characterization
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