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.

Discipline

Organic Chemistry



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