dc.contributor.advisor | Jeon, Junha | |
dc.creator | Trog, Gabriela | |
dc.date.accessioned | 2016-01-27T21:50:49Z | |
dc.date.available | 2016-01-27T21:50:49Z | |
dc.date.created | 2015-12 | |
dc.date.issued | 2015-11-30 | |
dc.date.submitted | December 2015 | |
dc.identifier.uri | http://hdl.handle.net/10106/25501 | |
dc.description.abstract | Chapter 1 describes tandem dual hydrosilylations of α,β-unsaturated enals. Hydrosilylations of both carbonyl compounds and alkenes have been utilized to create chiral alcohols. Tandem dual hydrosilylations (TDH) of α,β-unsaturated carbonyl compounds create five-membered oxasilacycles that can be further converted to 1,3- diols, which are a common structural motif in the polyketide natural product family. We present preliminary data and a substrate scope for the formation of these oxasilacycles en route to the 1,3-diol compounds. Chapter 2 describes hydrosilylations of esters that result in silyl acetals. The silyl acetals are chemical synthons of the corresponding aldehyde. This reaction can be coupled with a Horner-Wadsworth-Emmons reaction to create α,β-unsaturated esters in good yields. Herein we present results for a limited substrate scope of the reductive Horner-Wadsworth-Emmons reaction developed in our group. Chapter 3 describes computational support for a proposed hydride shuttle mechanism. The Jeon group recently disclosed a hydride shuttle mechanism for the regio- and diastereoselective hydrosilylation of homoallylic silyl ethers when using 3-bromocyclohexene as a coordinating ligand with a rhodium-based catalyst. Here we present a partial data set supporting the hydride shuttle mechanism over direct bond formation. | |
dc.format.mimetype | application/pdf | |
dc.language.iso | en_US | |
dc.subject | Hydrosilylation | |
dc.subject | Catalysis | |
dc.subject | Reductive olefination | |
dc.subject | Computational chemistry | |
dc.title | Controlled Hydrosilylations of Carbonyl Compounds and Computational Investigations of a Hydride Shuttle Mechanism for Alkene Hydrosilylation | |
dc.type | Thesis | |
dc.date.updated | 2016-01-27T21:50:49Z | |
thesis.degree.department | Chemistry and Biochemistry | |
thesis.degree.grantor | The University of Texas at Arlington | |
thesis.degree.level | Masters | |
thesis.degree.name | Master of Science in Chemistry | |
dc.type.material | text | |