Show simple item record

dc.contributor.authorBritt, Liam
dc.date.accessioned2021-05-12 16:00:45 (GMT)
dc.date.available2021-05-12 16:00:45 (GMT)
dc.date.issued2021-05-12
dc.date.submitted2021-04-28
dc.identifier.urihttp://hdl.handle.net/10012/16971
dc.description.abstractPolycyclic aromatic hydrocarbons (PAHs), such as acenes and phenacenes, are important structural motifs which have found great utility in the future of electronics as organic semi-conducting materials. Reliable methods of synthesizing PAHs, particularly the phenacene type, are limited; and modern techniques employ expensive transition metal catalysts. A less explored but potentially superior strategy involves utilizing hypervalent iodine methodology, avoiding the need for transition metal catalysts. In recent studies, a reaction was developed that could couple ortho-biphenylstyrenes intramolecularly in the synthesis of phenanthrenes using only a catalytic amount of iodotoluene, and m-CPBA as an oxidant. In this thesis, we investigate the mechanism of the rearrangement observed in this recently uncovered reaction, and further apply what we have learned toward a novel strategy for electrophilic ‘umpolung’ cyclizations of alkynes in the synthesis of fluorinated PAHs.en
dc.language.isoenen
dc.publisherUniversity of Waterlooen
dc.subjecthypervalent iodineen
dc.subjectfluorinationen
dc.subjectsynthetic methodologyen
dc.subjectorganic synthesisen
dc.subjectPolycyclic aromatic hydrocarbonsen
dc.subjectPAHsen
dc.subjectumpolungen
dc.subjectelectrophilic cyclizationen
dc.titleElectrophilic ‘Umpolung’ Cyclizations of Alkynes in the Synthesis of Polycyclic Aromatic Hydrocarbonsen
dc.typeMaster Thesisen
dc.pendingfalse
uws-etd.degree.departmentChemistryen
uws-etd.degree.disciplineChemistryen
uws-etd.degree.grantorUniversity of Waterlooen
uws-etd.degreeMaster of Scienceen
uws-etd.embargo.terms0en
uws.contributor.advisorMurphy, Graham
uws.contributor.affiliation1Faculty of Scienceen
uws.published.cityWaterlooen
uws.published.countryCanadaen
uws.published.provinceOntarioen
uws.typeOfResourceTexten
uws.peerReviewStatusUnrevieweden
uws.scholarLevelGraduateen


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record


UWSpace

University of Waterloo Library
200 University Avenue West
Waterloo, Ontario, Canada N2L 3G1
519 888 4883

All items in UWSpace are protected by copyright, with all rights reserved.

DSpace software

Service outages