Date of Award
1978
Document Type
Thesis
Degree Name
Master of Science (M.S.)
Department
Chemistry
First Advisor
Donald K. Wedegaertner
First Committee Member
Charles A. Matuszak
Second Committee Member
Hershel Frye
Abstract
A major purpose of this research was to investigate the mechanism of aryl azide addition to allenes. Much evidence has accumulated in support of a concerted mechanism for aryl azide additions to simple alkenes. Consistent with these findings, this addition is a symmetry allowed process. The analagous aryl azide additions to allenes have received little mechanistic study. The approach taken in this work was to probe the mechanism by using optically active 1,2-cyclonanadiene, observing the stereochemistry of the adduct formed upon addition of phenyl azide.
Another goal was to investigate the isomerization of the phenyl azide-1,2-cylononadiene adduct, 10-phenyl-10,11,12-triaza-△ 11 -bicyclo [7. 3. 0] duodec-1-ene (7) to the previously unknown aromatic isomer 4,5-heptamethylene-1-phenyl-1,2,3-triazole (14).
Pages
61
Recommended Citation
Harrison, Isom. (1978). Mechanism of phenyl azide-1,2-cyclonoadiene adduct formation and isomerization of this adduct. University of the Pacific, Thesis. https://scholarlycommons.pacific.edu/uop_etds/1984
Rights Statement
No Known Copyright. URI: http://rightsstatements.org/vocab/NKC/1.0/
The organization that has made the Item available reasonably believes that the Item is not restricted by copyright or related rights, but a conclusive determination could not be made. Please refer to the organization that has made the Item available for more information. You are free to use this Item in any way that is permitted by the copyright and related rights legislation that applies to your use.
