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Investigation of silicon Lewis acidity and design of a novel silicon Lewis acid catalyst scaffold

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dc.contributor.advisor Adler, Marc Jordan, 1981- en_US Zielinski, Matthew Edward en_US 2017-08-02T21:16:21Z 2017-08-02T21:16:21Z 2014
dc.description Advisors: Marc J. Adler. en_US
dc.description Committee members: Sherine Elsawa; Tim J. Hagen; Narayan S. Hosmane; Douglas A. Klumpp. en_US
dc.description.abstract Lewis acids have been a cornerstone in modern organic synthesis, but the use of silicon Lewis acids has not received as much attention. Silicon Lewis acids have unique features that differ from some typical metal catalysts. Some of these properties include good solubility in organic solvents, decreased likelihood for ligand exchange, and decreased toxicity. These differences make the use of silicon Lewis acids a versatile tool for organic synthesis. There is a great deal yet to explore about silicon Lewis acidity and silicon Lewis acids and from that two main projects arose in order to further study these concepts. en_US
dc.description.abstract Preparation of a small library of silyloxybenzaldehydes allowed for the design of a chemical probe to investigate if the groups have any influence on the neighboring carbonyl group. The most common use for silicon in organic chemistry is where some trialkyl silicon moiety serves as a protecting group. This probe looks to rethink the current silicon protecting group archetype. Taking concepts learned from this chemical probe and from literature it is proposed that a novel silicon Lewis acid scaffold can be constructed. This silicon Lewis acid scaffold would be easily modifiable and tunable and have great potential on future catalyst design. en_US
dc.format.extent 219 pages en_US
dc.language.iso eng en_US
dc.publisher Northern Illinois University en_US
dc.rights NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors. en_US
dc.subject.lcsh Lewis acids en_US
dc.subject.lcsh Organic compounds--Synthesis en_US
dc.subject.lcsh Analytical chemistry en_US
dc.subject.lcsh Inorganic chemistry en_US
dc.subject.lcsh Organic chemistry en_US
dc.title Investigation of silicon Lewis acidity and design of a novel silicon Lewis acid catalyst scaffold en_US
dc.type Text en_US
dc.contributor.department Department of Chemistry and Biochemistry en_US Ph.D. (Doctor of Philosophy) en_US

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