Caserio, M. C. and Glusker, D. L. and Roberts, J. D. (1958) Hydrolysis of Diaryliodonium Salts. In: Theoretical Organic Chemistry Kekulé Symposium. Butterworths Scientific Publications , London, pp. 103-113. https://resolver.caltech.edu/CaltechAUTHORS:20151103-082351977
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Abstract
Nucleophilic substitution by S_Nl -type mechanisms is familiar in aliphatic compounds but is uncommon with aromatic compounds because of the general difficulty of generating vinyl cations. There is only one class of aromatic compounds for which an S_Nl-mechanism has been well established, namely diazonium salts. The evidence is persuasive that diazonium salts decompose in aqueous solution to form first an aryl cation which subsequently reacts rapidly with available nucleophiles (e.g. water or halide ions) to form the reaction products.
| Item Type: | Book Section |
|---|---|
| Additional Information: | © 1958 Butterworths Scientific Publications. |
| Record Number: | CaltechAUTHORS:20151103-082351977 |
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151103-082351977 |
| Official Citation: | Hydrolysis of Diaryliodonium Salts, "Theoretical Organic Chemistry". Papers presented at the Kekulé Symposium of the Chemical Society, London, September 1958, pp. 103-113, Butterworths Scientific Publications. With M.C. Caserio and D.L. Glusker. |
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. |
| ID Code: | 61784 |
| Collection: | CaltechAUTHORS |
| Deposited By: | Ruth Sustaita |
| Deposited On: | 04 Nov 2015 16:29 |
| Last Modified: | 03 Oct 2019 09:11 |
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