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Dissertation
Iridium-catalyzed allylic fluorination: Scope, mechanism, and application
University of Iowa
Doctor of Philosophy (PhD), University of Iowa
Autumn 2019
DOI: 10.17077/etd.005236
Abstract
Allylic fluorides are ubiquitous scaffolds in pharmaceuticals, agrochemicals, materials chemistry, and positron emission tomography (PET) imaging. Recently, it has been shown that transition metal complexes can catalyze the formation of allylic carbon-fluoride bonds. This dissertation describes the development of a new procedure for the synthesis of enantioenriched allylic fluorides utilizing an iridium complex as the catalyst. A detailed study using both computational and laboratory experiments was conducted leading to insights about this unique mechanism of the iridium-catalyzed allylic fluorination reaction. Additionally, the allylic fluorination methodology was translated for the production of allylic [18F]fluorides for potential use as radiotracers for qualitative and quantitative assessment of disease state.
Details
- Title: Subtitle
- Iridium-catalyzed allylic fluorination: Scope, mechanism, and application
- Creators
- Jason Craig Mixdorf
- Contributors
- Hien M Nguyen (Advisor)David W Dick (Committee Member)Scott R Daly (Committee Member)James B Gloer (Committee Member)David Martin (Committee Member)Christopher F Pigge (Committee Member)
- Resource Type
- Dissertation
- Degree Awarded
- Doctor of Philosophy (PhD), University of Iowa
- Degree in
- Chemistry
- Date degree season
- Autumn 2019
- Publisher
- University of Iowa
- DOI
- 10.17077/etd.005236
- Number of pages
- xxx, 621 pages
- Copyright
- Copyright 2019 Jason Craig Mixdorf
- Comment
- This thesis has been optimized for improved web viewing. If you require the original version, contact the University Archives at the University of Iowa: https://www.lib.uiowa.edu/sc/contact/
- Language
- English
- Description illustrations
- illustrations (some color)
- Description bibliographic
- Includes bibliographical references (pages 365-372)
- Academic Unit
- Chemistry
- Record Identifier
- 9983779599002771
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