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dc.contributor.authorAdams, Matt
dc.date.accessioned2018-04-02T17:25:05Z
dc.date.available2018-04-02T17:25:05Z
dc.identifier.urihttp://hdl.handle.net/10222/73805
dc.description.abstractThis thesis presents a facile entry into diazaphospholene catalysis, harnessing pre- catalysts formed through the reaction of diazaphospholene-bromide compounds with neopentyl alcohol, to afford crystalline pre-catalysts. Their application in the hydroboration of imines and 1,4-reductions gives novel insight into their reactivity, as these heterocycles had yet to be employed in these catalyzed reactions. Mechanistic insights into the role of the catalyst, as well as potential decomposition pathways were explored. Next, enantioenriched diazaphospholene pre-catalysts were developed. These chiral pre-catalysts were applied in the asymmetric hydroboration of imines, to afford amines with enantiomeric ratios of up to 88:12. The monoamine oxidase inhibitor drug Rasagiline (employed in the treatment for Parkinson’s disease) was synthesized through these methods affording high selectivity and is the first asymmetric synthesis of this drug. Finally, efforts towards the use of diazaphospheniums as Lewis acids in the splitting of dihydrogen, and hydrogenation of imines are described.en_US
dc.language.isoenen_US
dc.subjectOrganic chemistryen_US
dc.subjectMain group chemistryen_US
dc.subjectCatalysisen_US
dc.titleSynthesis and Catalytic Ability of Diazaphospholenesen_US
dc.date.defence2018-03-21
dc.contributor.departmentDepartment of Chemistryen_US
dc.contributor.degreeMaster of Scienceen_US
dc.contributor.external-examinern/aen_US
dc.contributor.graduate-coordinatorMark Stradiottoen_US
dc.contributor.thesis-readerMark Stradiottoen_US
dc.contributor.thesis-readerNorm Scheppen_US
dc.contributor.thesis-supervisorAlex Speeden_US
dc.contributor.ethics-approvalNot Applicableen_US
dc.contributor.manuscriptsYesen_US
dc.contributor.copyright-releaseYesen_US
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