KLI

Development of Visible Light Photoredox Catalyzed Reactions Using Organo-silane Reagents.

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Abstract
This thesis describes the research conducted on the ‘Development of the Visible Light Photoredox
Catalyzed Reactions Using Organo-silane reagents. Photoredox catalysis made it possible to generate
the radical in more environmentally friendly, cost-effective, and mild methods. It is revolutionizing and
changing the paradigm of traditional radical reactions. Given silicon's abundance, non-hazardous nature,
and radical stabilization tendency, it is advantageous to use silicon reagents for radical reactions by
photoredox catalysis. Silicon-containing organic reagents are prepared and used for the generation of
the stabilized radicals, and their reaction with the several radical coupling reagents, to develop the novel
photochemical reactions.
Chapter 1 provides a succinct guide to photoredox catalysis, types of photoredox cycles, and its role
in eco-friendly radical reactions. It also gives a brief overview of the silicon reagent, its abundance and
stabilization, role in the generation of radicals, and photochemical methods based on organo-silicon
reactions.
Following an outline of Photoredox catalysis and organo-silicon reagents, Chapter 2 demonstrates allyl
silicon reagents as an allyl radical precursor that undergoes addition to electron-deficient olefins to
produce regioselective allylation products in high yields. It also provides evidence of synthetic utility,
mechanism.
In Chapter 3, allyl silane is used to allylate the essential synthesis intermediates, α-halo carbonyl
compounds. It also illustrates the mechanism and mechanistic experiments to demonstrate the reaction
mechanism.
In Chapter 4, alokoxymethyl silane is used as an alkoxy radical precursor, and the coupling reaction
with the imine to produce β-amino ether is described. It also showed oxidation deprotection of the β
amino ether in a one-pot sequential process to prepare the vicinal amino alcohol. The tolerance of
reactions to the labile functional group is shown using multiple photosensitive functional groups.
Furthermore, the significance of this reaction is shown by translating it on a preparative scale,
conducting it in sunlight and transforming the materials into a variety of synthetically useful substrates.
Author(s)
곤탈라 아르준 슈크리칸트
Issued Date
2021
Awarded Date
2021-08
Type
Dissertation
Keyword
Organic Chemistry
URI
https://oak.ulsan.ac.kr/handle/2021.oak/5570
http://ulsan.dcollection.net/common/orgView/200000506141
Affiliation
울산대학교
Department
교육대학원 화학교육
Advisor
Woo Sang Kook
Degree
Doctor
Publisher
울산대학교 교육대학원 화학교육
Language
eng
Appears in Collections:
Education > Chemical Education
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