Part One: Photochemistry of Aryl Azides. Chemical Properties of the Transient Intermediates. Part Two: Thermolysis of an Endoperoxide. Generation of an O-Xylylene Peroxide (Nitrene)

One. The photochemistry of phenyl azide, 1-naphthyl azide, 2-naphthyl azide, 1-anthryl azide, 2-anthryl azide, 1-pyrene azide, and 2-pyrene azide was examined by laser flash photolysis inert and reactive solvents. The products of direct photolysis of the aryl azides can depend dramatically on the concentration of the azide and on the power of the light source. Direct irradiation gives the triplet aryl nitrenes, with relatively long-lived singlet-state precursors. The structures of these intermediates and their rates of reaction with secondary amines are discussed.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2014

Author dc:creator

• Schrock, Alan Keith

• Chemistry, Organic

Identifier

(UMI)AAI8422148

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/70257