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Thesis (DSc(DoctorateofScience))--University of South Australia, 2003.

Thesis (M.Sc.) -- University of Adelaide, Dept. of Organic Chemistry, 1973.

Chiral azaarene-containing molecules, tertiary alcohols and α-stereogenic amines are ubiquitous structures in pharmaceuticals, agrochemicals and natural products. The development of new catalytic enantioselective methods to construct molecules containing these chemotypes is of significant utility. Recent efforts within the Lam group have targeted the development of processes that exploit the embedded imine functionality within an azaarene to activate adjacent alkenes towards nucleophilic additions. Chapter 1 reviews the current state of the art with respect to nucleophilic additions of alkenylazaarenes and catalytic conjugate reduction reactions. Chapter 2 describes a catalytic, enantioselective reductive coupling of 2- alkenylazaarenes with ketones using chiral CuH-bisphosphine complex in the presence of PhSiH3 as a hydride source. The scope of this process is broad, with eleven different types of azaarenes and a range of acyclic and cyclic ketones demonstrated as effective coupling partners. β-Substitution on the alkene is tolerated, and the reactions proceed under mild conditions to deliver products with good to high levels of diastereo- and enantio- selection. Chapter 3 describes, further investigation of the scope of enantioselective reductive coupling, using N-Boc aldimines as electrophiles. This process is tolerant of a variety of vinylazaarenes and N-Boc aldimines, and provides aromatic heterocycles bearing α-stereogenic amines with good to moderate yields and good to excellent levels of diastereo- and enantio- selection.

published_or_final_version / Chemistry / Master / Master of Philosophy

Thesis (M. Phil.)--University of Hong Kong, 1975.

Thesis (Ph. D.)--University of Washington, 1997. / Vita. Includes bibliographical references (leaves [133]-140).

Call number: LD2668 .T4 1957 C35 / Master of Science

The research presented in this dissertation involved characterization of the Cu/ZnO solid catalyst system as applied to methanol/steam reformation. Thermogravimetry was used to investigate in-lab synthesized samples and a commercial product G66B (Cu/ZnO 33/67 wt. %). The 33% Cu sample contained Cu ions in the ZnO matrix. This phase required the highest temperatures (400°C) for H₂ reduction. The 50% Cu sample reduced at a lower temperature (220°C) but its complete reduction required the same maximum temperature. The higher temperature process was similar to the 33% case, while the lower one was due to the reduction of a amorphous CuO phase. The 66% Cu sample reduced in a fairly narrow low temperature (270°C) range. Therefore, its CuO phase has a amorphous structure. G55B reduced at lower temperatures than the in-lab samples. This difference is possibly due to different synthetic procedures used in the production of G66B and the in-lab samples. The CuO phase of G66B appears to be amorphous and well dispersed. Raman spectroscopy was used to identify the crystal phases of these solids. The complexity of the initial precipitate was monitored versus the Cu/Zn ratio of the system. The nature of the phases present under reduction conditions was determined. This information has provided insight into the active phases involved in methanol reformation. The role of the solids lattice oxygen was determined. The reaction was carried out on labelled ¹⁸O-containing Cu/ZnO. Incorporation of ¹⁸O into both CO₂ and H₂O clearly indicates the involvement of these oxygens in the reaction. Observation of C¹⁸O¹⁸O indicates that the C-O bond in methanol does not remain intact. XPS was used to determine the effects of oxidation, reduction, and reaction on the Cu component of G66B. Upon oxidation all Cu exists as Cu⁺². The catalyst always contains Cu⁺¹ and Cuᵒ after H₂ reduction. After methanol/steam reformation with a 50/50 vol% mxiture, all Cu is reduced to Cuᵒ. Changes in the Cu/Zn ratio of the surface are interpreted in terms of changes in surface morphology.