Novel catalytic hydrosilane mediated reduction reactions
Publication Date
July 31, 2021
Creator
Abstract
This thesis starts with an introduction to the relevant organosilicon and reduction chemistry concepts that underpin the chemistry that is explored in later chapters. In particular, hyperconjugation, relevant organosilicon reagent classes and reduction of carbonyl containing compounds are explored.
Chapter one describes a reductive amination reaction with carboxylic acids in lieu of lower oxidation state alternatives such as aldehydes or alkyl halides. A two-step reaction process is described, whereby the dual reactivity of phenylsilane is exploited in an initial amidation followed by a zinc acetate-catalysed amide reduction. The reaction is applicable to a wide range of substrates and several potential applications have been explored, as well as mechanistic studies.
Chapter two builds on the utility of the novel zinc acetate / phenylsilane reduction system for the reduction of carboxylic acids to the corresponding alcohols. However, this time employing the use of zinc acetate and N-methyl morpholine in a dual catalytic system. The protocol is applicable to a wide range of substrates and proceeds via activation using hydrosilanes. Mechanistic studies have also been undertaken to gain insights into the reaction mechanism.
Item Type
ethesis
Thesis Type
PhD
Supervisors
Keywords
Subjects (LC)
Associated Schools / Departments
School of Chemistry
eprints ID
64543
UoN Repository URI
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Corrected Thesis.pdf
Type
Full-text
Description
Examined. Emma Stoll Thesis
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2.21 MB
Format
Adobe PDF
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