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Ruthenium-based ionic hydrogenation catalysts for the selective deoxygenation of 1,2-hexanediol and glycerol

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Title: Ruthenium-based ionic hydrogenation catalysts for the selective deoxygenation of 1,2-hexanediol and glycerol
Author: Luska, Kylie
Department: Department of Chemistry and Biochemistry
Advisor: Schlaf, M.
Abstract: This thesis is an investigation into the development of metal-ligand bifunctional hydrogenation catalysts based on the bidentate nitrogen donating ligand 2,9-diamino-1,10-phenanthroline (DAPH) to be employed in the selective deoxygenation of glycerol to form 1,3-propanediol. Synthesis and characterization of the desired aqua procatalysts and other important reaction intermediates of the type [RuX([eta]6-arene)(DAPH)]Y, where X = Cl, H 2O, and H; [eta]6-arene = 'p'-MeC 6H4Pr'i' and C6Me 6; Y = -Cl, -OTf, was carried out. The [Ru([eta]6-arene)(DAPH)(H2O)](OTf)2 complexes were then employed as hydrogenation procatalysts in the reduction of several model substrates. The catalytic activities of the DAPH complexes were compared against the previously described 1,10-phenanthroline complexes to determine whether these novel complexes functioned as metal-ligand bifunctional species. The DAPH complexes were less efficient hydrogenation catalysts in the reduction of all model substrates and were postulated not to operate as bifunctional catalysts. Attempts to catalyze the selective deoxygenation of glycerol were performed, however, no production of 1,3-propanediol was observed.
URI: https://hdl.handle.net/10214/24069
Date: 2007
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