ORCID Identifier(s)

orcid.org/0000-0002-0570-9794

Graduation Semester and Year

Spring 2026

Language

English

Document Type

Thesis

Degree Name

Doctor of Philosophy in Chemistry

Department

Chemistry and Biochemistry

First Advisor

Dr. Junha Jeon

Second Advisor

Dr. Frank Foss

Third Advisor

Dr. Joseph Buonomo

Fourth Advisor

Dr. Rajeshwar Krishnan

Abstract

The selective functionalization of carbon–hydrogen (C–H) and carbon–carbon (C–C) bonds represents a fundamental challenge in modern organic synthesis. Traditional approaches often rely on prefunctionalized substrates or (sub)stoichiometric amounts of basic reagents, resulting in inefficient, less selective, and multi-step processes. In contrast, catalytic strategies that directly transform ubiquitous C–H and C–C bonds offer streamlined and sustainable alternatives. Within this framework, organosilicon chemistry provides a powerful platform due to the unique reactivity and versatility of silicon-containing compounds. Despite considerable progress, the development of general and streamlined approaches for site-selective silicon incorporation through C–H and C–C silylation remains an important unmet need. This dissertation addresses these limitations through the development of redox-divergent catalytic strategies that integrate directing group design, catalyst development, and mechanistic insight.

Keywords

Transition metal catalysis, Silylacetal stabilizing groups, C-H silylation, C-C silylation, Biphenol, Binaphthol, Aniline, Iridium, Rhodium, Sila-acetaminophen

Disciplines

Heterocyclic Compounds | Inorganic Chemicals | Organic Chemicals

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