Palladium-catalyzed carbon-hydrogen bond functionalization utilizing an exo-directing strategy

dc.contributor.advisorDong, Guangbin
dc.contributor.committeeMemberKrische, Michael J.
dc.contributor.committeeMemberAnslyn, Eric V.
dc.contributor.committeeMemberRose, Michael J.
dc.contributor.committeeMemberLiu, Hung-Wen (Ben)
dc.creatorRen, Zhi
dc.date.accessioned2016-09-01T20:56:17Z
dc.date.available2016-09-01T20:56:17Z
dc.date.issued2016-05
dc.date.submittedMay 2016
dc.date.updated2016-09-01T20:56:17Z
dc.description.abstractTransition metal catalyzed functionalization of carbon-hydrogen bonds (C−H bonds) has become an exponentially growing field. Particularly, Pd-catalyzed methods with various directing groups (DGs) have been developed for site selectivity. In addition, the use of an oxime as a DG proved to be an efficient and removable DG. However, alcohol-based directing strategies are still rare and underdeveloped. The research and development in this dissertation mainly focused on the utilization of masked alcohols as DGs for late stage diversification. With an exo-directing strategy, the syntheses of chemically differentiated vicinal diols and 2-hydroxyalkylphenol derivatives were achieved. Through a series of studies on cyclopalladation of methine groups, the first direct C−H activation complex was prepared and characterized. Additionally, a comprehensive introduction of TM-catalyzed alkylation of aromatic C−H bonds with simple olefins was illustrated.
dc.description.departmentChemistry
dc.format.mimetypeapplication/pdf
dc.identifierdoi:10.15781/T2V97ZS1Z
dc.identifier.urihttp://hdl.handle.net/2152/39758
dc.language.isoen
dc.subjectC-H activation
dc.subjectC-H functionalization
dc.subjectPalladium catalysis
dc.titlePalladium-catalyzed carbon-hydrogen bond functionalization utilizing an exo-directing strategy
dc.typeThesis
dc.type.materialtext
thesis.degree.departmentChemistry
thesis.degree.disciplineChemistry
thesis.degree.grantorThe University of Texas at Austin
thesis.degree.levelDoctoral
thesis.degree.nameDoctor of Philosophy
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