Browsing by Author "Hogan, David Thomas"

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    Generation and Transformations of Cationic Heteroaromatic Molecules
    (2019-04-10) Hogan, David Thomas; Sutherland, Todd C.; Heyne, Belinda; Derksen, Darren J.; Shimizu, George K. H.
    This thesis contains three chapters, each of which has been published in relevant journals. While the applications of each chapter are unrelated to one-another, the compounds involved fall under the broad class of cationic heteroaromatics either by using such systems directly (chapters one and two) or by forming them during investigation (chapter three). Instead of employing novel methods, the synthetic focus was to use the simplest and shortest possible routes, both to save material and extend the time available for characterization. Investigations in the first two chapters involved reduction electrochemistry, transforming the cationic heteroaromatic compounds into the analogous heteroatomic radicals or anions. How easily this could be accomplished and how long the nascent radicals/anions lived after generation drove the studies. The third chapter is unique because it involves no electrochemistry – instead solely photophysics – and starts with neutral organic compounds, generating the cationic analogues as a method of sensing metal cations.
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    Mapping the Unexplored Reactivity Landscape of Benzo[ghi]perylene
    (2024-04-16) Hogan, David Thomas; Sutherland, Todd Christopher; Derksen, Darren; Heyne, Belinda; Thurbide, Kevin; Zhao, Yuming
    This thesis describes the learning opportunities, failures, and successes surrounding a polycyclic aromatic hydrocarbon of interest, benzo[ghi]perylene. Neglected in the chemical synthesis literature but fundamentally interesting due to its composition and molecular symmetry, the work contained herein contributes a small work to a small field. The efforts are found in three chapters for three chronologically and ideologically related topics: the construction and optimization of a flow photoreactor to produce benzo[ghi]perylene; the exploration of structure and reactivity of benzo[ghi]perylene; the development of a strategy to improve the flow photochemical productivity of benzo[ghi]perylene.