I. Synthesis and Reactivity of Geodesic Polyarenes and Heterocycles. II. Intramolecular Reactions and Rearrangements of Gas-phase Aryl Radicals

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ProQuest, 2007 - 360 pages
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Chapters 5 and 6 describe mechanistic studies aimed at understanding the behavior of aryl radicals in the gas-phase under FVP conditions. Specifically, translocations of hydrogen atoms in a 1,5-manner across a cove region are demonstrated to be viable processes. In addition, larger phenyl and naphthyl substituents are shown to be capable of migrating around the perimeter of PAH radicals by means of 1,2-aryl shifts. Supporting evidence for these rearrangements is provided by isolation of cyclized products resulting from strategically placed radical traps in the aromatic molecules.

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