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Enabling technologies to access new materials using frustrated Lewis pairs

Carden, Jamie 2021. Enabling technologies to access new materials using frustrated Lewis pairs. PhD Thesis, Cardiff University.
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Abstract

The work presented in this thesis concerns the use of Lewis acidic compounds based upon the main-group elements boron and aluminium, and their applications towards catalysis. Furthermore, the use of flow chemistry and microwave assisted heating, commonly described as ‘enabling technologies’, are investigated to augment existing reactions. Chapter one provides a general introduction into the three central themes of this thesis: Lewis acidity, including an explanation of the generic use of a Lewis acid and also methods in which Lewis acidity can be determined; catalysis, in particular the use of boron and aluminium based catalysts for hydroboration and hydroamination transformations; and finally enabling technologies, with a description of flow chemistry and microwave assisted heating, along with their applications towards main-group chemistry. In chapter two, the synthesis of boron and aluminium based Lewis acids is explored, with an accompanying discussion of their Lewis acidities. Chapter three concerns the preparation of what is often described as the archetypal borane Lewis acid, tris(pentafluorophenyl)borane, using the enabling technology of flow chemistry. Whilst this project was ultimately unsuccessful, an analysis behind the reasons why this project did not go as planned is discussed. Chapter four focuses on the use of the Lewis acidic compound tris(3,4,5-trifluorophenyl)borane and its aluminium congener tris(3,4,5-trifluorophenyl)alane as catalysts for the hydroboration reaction using classical heating techniques. Chapter five expands upon chapter four by investigating tris(3,4,5-trifluorophenyl)borane-catalysed reactions with the use of microwave assisted heating. Finally, chapter six considers the use of tris(pentafluorophenyl)borane towards the hydroamination of alkenes, expanding upon the literature known alkyne hydroamination scope.

Item Type: Thesis (PhD)
Date Type: Completion
Status: Unpublished
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Date of First Compliant Deposit: 9 July 2021
Last Modified: 09 Jul 2022 01:30
URI: https://orca.cardiff.ac.uk/id/eprint/142502

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