Sequential Growth of Molecular Complexity via Alternating Ground State and Photochemical Reactions
Date of Award
Chemistry and Biochemistry
Andrei Kutateladze, Ph.D.
Andrei G. Kutateladze
Bryan J. Cowen
Azaxylylene, Nitroso Diels-Alder, Photochemistry
A new strategy of increasing molecular complexity by post photochemical oxidation followed by secondary intramolecular photochemical reaction is developed. It is based on the mild oxidation of photochemical generated alcohol by primary intramolecular cycloaddition of aromatic o-aminoaldehydes and a secondary intramolecular cycloaddition of aromatic o-aminoketone. Both cycloadditions are triggered via excited-state intramolecular proton transfer (ESIPT). Additionally, an efficient continuous reaction of photocatalyzed 2-nitrobenzyl alcohol intramolecular reduction and aryl nitroso Diels-Alder (NDA) reaction was discovered.
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Li, Haibo, "Sequential Growth of Molecular Complexity via Alternating Ground State and Photochemical Reactions" (2017). Electronic Theses and Dissertations. 1333.
Received from ProQuest