Phenol oxidation using ruthenium and iridium catalysis

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dc.contributor.advisor Ylijoki, Kai, 1978-
dc.creator Aamara, Huda Ramadan
dc.date.accessioned 2017-05-29T14:25:12Z
dc.date.available 2017-05-29T14:25:12Z
dc.date.issued 2017
dc.identifier.other QD341 P5 A2 2017
dc.identifier.uri http://library2.smu.ca/handle/01/26984
dc.description xvi, 131 leaves : ill. (some col.) ; 29 cm
dc.description Includes abstract and appendix.
dc.description Includes bibliographical references (leaves 126-131).
dc.description.abstract We synthesised 4 different tri-substituted phenols: A (2-(pent-4-en-1-yl)phenol, B (4-methoxy-2-(pent-4-en-1-yl)phenol, C (curcuphenol), and D (curcuphenol). While phenols A, B, and C possessed terminal olefins, phenol D possessed a di-methyl substituted olefin. In order to catalyse the photochemical cycloaddition of these phenols, [Ir(dF(CF[subscript 3])ppy)[subscript 2](dtbbpy)(PF[subscript 6]), Ru(bpy)[subscript 3](BF[subscript 4])[subscript 2], and Ru(bpy)[subscript 3]Cl[subscript 2] catalysts were synthesised. Subsequently, we explored the Ir and Ru catalysed photochemical oxidation of each phenol, with the aim of synthesising [5 + 2] cycloaddition bridged bicyclic systems. While cycloadducts were not observed, it became apparent that the reduction of the metal centre before interaction with the phenol might not be a plausible pathway. Thus, future endeavours will include the use of cationic moieties and salts, to elicit metal oxidation prior to phenol-metal interaction in order to foster the formation of a pentadienyl radical cation intermediate. It is envisaged that this pathway will favour cycloaddition. en_CA
dc.language.iso en en_CA
dc.publisher Halifax, N.S. : Saint Mary's University
dc.subject.lcc QD341.P5
dc.subject.lcsh Phenols -- Synthesis
dc.subject.lcsh Ruthenium catalysts
dc.subject.lcsh Iridium catalysts
dc.subject.lcsh Oxidation
dc.title Phenol oxidation using ruthenium and iridium catalysis en_CA
dc.type Text en_CA
thesis.degree.name Master of Science in Applied Science
thesis.degree.level Masters
thesis.degree.discipline Chemistry
thesis.degree.grantor Saint Mary's University (Halifax, N.S.)


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