Thesis advisor: Jeffery A. Byers / This dissertation describes the design and logic that went into the development of Suzuki-Miyaura cross-coupling reactions catalyzed by iron-based complexes. Chapter 1 provides an overview into the field of iron cross-coupling and the comparison to state-of-the art nickel-based systems. A combination of methodology development and mechanistic insight will be discussed. Chapter 2 describes the initial discovery and optimization of a Suzuki-Miyaura cross-coupling reaction between alkyl halides and unactivated arylboronic pinacol esters catalyzed by an iron cyanobis(oxazoline) complex. Chapter 3 discusses the extension of the catalytic system developed in Chapter 2 to an enantioselective reaction to afford chiral 1,1-diarylalkanes. The dissertation concludes with Chapter 4 which describes the development of a C³-C³ Suzuki-Miyaura reaction catalyzed by a β-diketiminate iron complex. Ligand design and mechanistic studies are discussed here to provide insight into the mechanistic intricacies of the reaction and its effect on future reaction development. / Thesis (PhD) — Boston College, 2021. / Submitted to: Boston College. Graduate School of Arts and Sciences. / Discipline: Chemistry.
| Identifer | oai:union.ndltd.org:BOSTON/oai:dlib.bc.edu:bc-ir_109255 |
| Date | January 2021 |
| Creators | Tyrol, Chet Chhawang |
| Publisher | Boston College |
| Source Sets | Boston College |
| Language | English |
| Detected Language | English |
| Type | Text, thesis |
| Format | electronic, application/pdf |
| Rights | Copyright is held by the author, with all rights reserved, unless otherwise noted. |
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