Published January 1, 1959
| public
Journal Article
Hydrolysis of Diaryliodonium Salts
Chicago
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Abstract
The products of hydrolysis of some unsymmetrically substituted diphenyliodonium salts to phenols and aryl iodides have been identified and their distributions determined. The direction of cleavage has been found to be insensitive to the nature of the substituents, the solvent, catalysts, and the nature of the associated anion, fluoride, fluoroborate, p-toluenesulfonate or trifluoroacetate. A rate study has shown that hydrolysis is a complex reaction which is retarded by acid and catalyzed by cuprous copper and also by oxygen when dioxane-water is used as the solvent. Possible mechanisms are discussed.
Additional Information
© 1959 American Chemical Society. Received May 28, 1958. We are indebted to the John Simon Guggenheim Foundation for support of part of this research. D. L. G. is indebted to the National Science Foundation for a post-doctoral fellowship.Additional details
- Eprint ID
- 61339
- Resolver ID
- CaltechAUTHORS:20151020-141341524
- John Simon Guggenheim Foundation
- NSF Postdoctoral Fellowship
- Created
-
2015-10-20Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field
- Other Numbering System Name
- Caltech Gates and Crellin Laboratories of Chemistry
- Other Numbering System Identifier
- 2352