Transition metal catalyzed hydrogenative and transfer hydrogenative C-C bond formation

dc.contributor.advisorKrische, Michael J.en
dc.contributor.committeeMemberAnslyn, Eric V.en
dc.contributor.committeeMemberMartin, Stephen F.en
dc.contributor.committeeMemberBrodbelt, Jennifer S.en
dc.contributor.committeeMemberWhitman, Christian P.en
dc.creatorSkucas, Eduardasen
dc.date.accessioned2010-08-24T19:16:10Zen
dc.date.available2010-08-24T19:16:10Zen
dc.date.available2010-08-24T19:16:22Zen
dc.date.issued2009-12en
dc.date.submittedDecember 2009en
dc.date.updated2010-08-24T19:16:22Zen
dc.descriptiontexten
dc.description.abstractCarbon-carbon bond formation is one the fundamental reactions in organic synthesis. The quest for the development of new and more efficient processes for the construction of this bond has been an ongoing focus for years. The transformations that permit the use of simple precursors to access complex structural architectures in the absence of stoichiometric quantities by-products are highly desirable. Hydrogen is a cheapest and cleanest reductant available to the mankind. The catalytic hydrogenation has been widely utilized in the industry, however the construction of the carbon-carbon bond under hydrogenative conditions has been achieved only for alkene hydroformylations and Fisher-Tropsh process and limited to the use of carbon monoxide. The extension of the hydrogenative carbon-carbon bond formations beyond aforementioned processes would be of a great significance to the synthetic community. The overview of allene use in the metal catalyzed reactions to achieve carbonyl and imine allylation and vinylation is presented in Chapter 1. The following chapter vii discusses the development of metal catalyzed hydrogenative and transfer hydrogenative coupling of allenes and carbonyl compounds to afford allylation products. These studies have resulted in the development of the first carbonyl allylation from the alcohol oxidation level. Chapter 3 discusses efforts towards achieving highly enantioselective hydrogenative coupling of alkynes to carbonyl compounds.en
dc.description.departmentChemistry and Biochemistry
dc.format.mimetypeapplication/pdfen
dc.identifier.urihttp://hdl.handle.net/2152/ETD-UT-2009-12-444en
dc.language.isoengen
dc.subjectHydrogenativeen
dc.subjectTransfer Hydrogenativeen
dc.subjectReductive Couplingen
dc.subjectIridium catalysisen
dc.subjectRhodium Catalysisen
dc.subjectRuthenium Catalysisen
dc.subjectCarbonyl allylationen
dc.subjectImine dienylationen
dc.subjectAllene couplingen
dc.subjectEnyneen
dc.subjectDiyneen
dc.subjectAcetylene couplingen
dc.titleTransition metal catalyzed hydrogenative and transfer hydrogenative C-C bond formationen
dc.type.genrethesisen
thesis.degree.departmentChemistry and Biochemistryen
thesis.degree.disciplineChemistryen
thesis.degree.grantorThe University of Texas at Austinen
thesis.degree.levelDoctoralen
thesis.degree.nameDoctor of Philosophyen

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