Title
Sequential Growth of Molecular Complexity via Alternating Ground State and Photochemical Reactions
Date of Award
1-1-2017
Document Type
Masters Thesis
Degree Name
M.S.
Organizational Unit
Chemistry and Biochemistry
First Advisor
Andrei Kutateladze, Ph.D.
Second Advisor
Matthew Rutherford
Third Advisor
Andrei G. Kutateladze
Fourth Advisor
Bryan J. Cowen
Fifth Advisor
Brian Michel
Keywords
Azaxylylene, Nitroso Diels-Alder, Photochemistry
Abstract
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.
Publication Statement
Copyright is held by the author. User is responsible for all copyright compliance.
Rights Holder
Haibo Li
Provenance
Received from ProQuest
File Format
application/pdf
Language
en
File Size
55 p.
Recommended Citation
Li, Haibo, "Sequential Growth of Molecular Complexity via Alternating Ground State and Photochemical Reactions" (2017). Electronic Theses and Dissertations. 1333.
https://digitalcommons.du.edu/etd/1333
Copyright date
2017
Discipline
Organic Chemistry