Preparation, Structure, and Reactivity of the First Bicyclic Benziodazole and its Monocyclic Analogue

Loading...
Thumbnail Image

Persistent link to this item

Statistics
View Statistics

Journal Title

Journal ISSN

Volume Title

Title

Preparation, Structure, and Reactivity of the First Bicyclic Benziodazole and its Monocyclic Analogue

Published Date

2019-08

Publisher

Type

Thesis or Dissertation

Abstract

Nitrogen containing mono-heterocyclic hypervalent iodine(III) compounds, benziodazoles, have been investigated by several research groups as well as ours. These compounds are commonly used as efficient oxidative reagents for various organic substrates. The preparation, structure, and reactivity of the first bicyclic benziodazole compound, N,N’-diisopropylbenziodazole, will be reported and compared to the monocyclic N-isopropyl-m-chlorobenzoate benziodazole. Both benziodazoles were prepared by the m-chloroperoxybenzoic acid oxidation of 2-iodo-N-isopropylbenzamide or 2-iodo-N,N'-diisiopropylisophthalamide, respectively, and their structures were established by X-ray crystallography. These benziodazoles were investigated as efficient reagents for oxidatively assisted coupling reactions to form esters and amides.

Description

University of Minnesota M.S. thesis. August 2019. Major: Chemistry. Advisor: Viktor Zhdankin. 1 computer file (PDF); x, 125 pages.

Related to

Replaces

License

Series/Report Number

Funding information

Isbn identifier

Doi identifier

Previously Published Citation

Suggested citation

Shea, Michael. (2019). Preparation, Structure, and Reactivity of the First Bicyclic Benziodazole and its Monocyclic Analogue. Retrieved from the University Digital Conservancy, https://hdl.handle.net/11299/208961.

Content distributed via the University Digital Conservancy may be subject to additional license and use restrictions applied by the depositor. By using these files, users agree to the Terms of Use. Materials in the UDC may contain content that is disturbing and/or harmful. For more information, please see our statement on harmful content in digital repositories.