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Hydrolysis of Diaryliodonium Salts

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.

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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
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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
Deposited By: Ruth Sustaita
Deposited On:04 Nov 2015 16:29
Last Modified:03 Oct 2019 09:11

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