ABSTRACT OF THE DISSERTATION
Development of New Reaction Methodologies via
Transition Metal Catalyzed Bond Activation Processes
Professor Christopher J. Douglas, Advisor
Chapter 1. This chapter provides an overview my research. The significance of the study
towards the field of organic synthesis and the potential challenges are presented. Some
examples of relevant achievements in the field of organic synthesis are presented as well.
Chapter 2. Presented herein is the study of the ketone carboacylation process. Literature
examples for related C–C sigma bond activation are discussed in detail. The isolation and
characterization of a rhodium complex intermediate are presented. A hypothesis for acyl
C–O bond activation is discussed.
Chapter 3. Presented herein is the development of the rhodium catalyzed intramolecular
oxyacylation reaction of alkenes with a quinoline directing group. Literature examples for acyl C–O sigma bond activation are discussed in detail. The reaction optimization,
substrate scope investigation and a mechanistic proposal are presented.
Chapter 4. Presented herein is the study of the intramolecular oxyacylation reactions of
alkenes with new directing groups. The optimization for salicylate ester substrates is
presented. Literature examples for phenol-directed hydroacylation reactions are discussed
in detail. A preliminary substrate scope investigation and a mechanistic proposal are presented.
Chapter 5. Presented herein is the development of a novel aromatic ketone synthesis via
a tandem C–O activation/C–H functionalization process. Literature examples for related
reactions and mechanisms are discussed in detail. The reaction optimization progress and
a mechanistic proposal are presented.
University of Minnesota Ph.D. dissertation. July 2012. Major: Chemistry. Advisor: Christopher J. Douglas. 1 computer file (PDF); xi, 287 pages.
Hoang, Truong Giang.
Development of new reaction methodologies via transition metal catalyzed bond activation processes..
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