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β-Hydrogen Isotope Effects in the Elimination Reaction of threo-1,2-Diphenyl-1-propyltrimethylammonium Iodide.Lau, Lawrence 04 1900 (has links)
α-Epimerisation has been found to be absent in the reactions of threo-1,2-diphenyl-1-propyltrimethylammonium ion and its -2-d₁ analogue with t-butoxide ion in t-butyl alcohol at 30ºC. The formation of trans-α-methylstilbene, cis-α-methylstilbene and threo-N,N-dimthyl-1,2-diphenyl-1-propylamine has been associated with anti-elimination, syn-elimination and with nucleophilic substitution at a N-methyl carbon atom, respectively, and interpreted in terms of structural and medium features of the reactions. The β-hydrogen isotope effects for anti- and syn-elimination have been associated with reactant-like and product-like transition states, respectively, for these reaction modes. / Thesis / Master of Science (MSc)
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Synthesis of 2,4-Disubstituted Pyrimidine Derivatives as Potential 5-HT7 Receptor Antagonist.Sullivan, Shannon M. 05 May 2008 (has links)
The synthesis of a series of 2-chloropyrimidine derivatives is described. The synthesis began with a nucleophilic addition of lithiated heterocyclic molecules to the 4 position of 2-chloropyrimidine to give dihydropyrimidine intermediates. The intermediates were oxidized to the pyrimidine ring using the DDQ method. This was followed by an addition-elimination reaction of an amine to the 2-chloropyrimidine derivative. The structure and properties of the final compounds were analyzed by melting point, combustion analysis, and 13C-NMR and 1H-NMR spectroscopy. Biological activities in vitro of the synthesized compounds as antagonists of the 5-HT2a and 5-HT7 receptors were determined by an independent laboratory.
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