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Exploring The Reactivity Of Metal-Ligand Cooperative Complexes With Dioxazolones, Terminal Alkynes, And 2-Ethynylbenzyl Alcohol, Megan A. Hoffer Miss
Exploring The Reactivity Of Metal-Ligand Cooperative Complexes With Dioxazolones, Terminal Alkynes, And 2-Ethynylbenzyl Alcohol, Megan A. Hoffer Miss
Electronic Thesis and Dissertation Repository
N-Acyl ketenimines were attempted to be synthesized catalytically by [Ru(Cp)(PPh2NPh2)(NCMe)]PF6 with phenylacetylene and 3-phenethynyl-1,2,4-dioxazol-5-one. Trapping agents were employed to identify the major product of the reaction, as many products were formed. [Ru(Cp)(PPh2NPh2)(NCMe)]PF6 reacts with 3-phenethynyl-1,2,4-dioxazol-5-one generating an isocyanate via the Curtius rearrangement, confirmed by a forced Curtius rearrangement with 3-phenethynyl-1,2,4-dioxazol-5-one and 1,2,4-triazole. Rates of vinylidene formation using [Ru(Cp)(PPh2NPh2)(NCMe)]PF6 and various terminal alkynes of different sterics and electronics were evaluated using a Hammett analysis for and simple rate comparisons. …
Metal-Ligand Cooperative Catalysis And Methods For Metal Removal From Organic Transformations, John-Paul J. Bow
Metal-Ligand Cooperative Catalysis And Methods For Metal Removal From Organic Transformations, John-Paul J. Bow
Electronic Thesis and Dissertation Repository
Organometallic catalysis has revolutionized the synthesis of complex organic molecules. Methods for C-C, C-X and C-H bond formation and cleavage are exploited throughout the areas of fine chemicals synthesis, with major applications for pharmaceuticals. This situation raises duel challenges: 1) high-performance catalysts for environmentally and economically sustainable synthesis and 2) efficient methods of catalyst (i.e. metal) removal must be identified. This work tackles both of these areas. The highly tunable cooperative PR2NR'2 ligands have been implemented for the first time for catalytic organic transformations. I show that [Ru(Cp)(PtBu2NBn2)(MeCN)][PF6 …