Ion pair formation in the addition of protic reagents to alkynes

Autor:	Kim M. Touchette, Hilton M. Weiss, Gavin O. Jones
Rok vydání:	2002
Předmět:	chemistry.chemical_classification Concerted reaction Iodide Photochemistry Medicinal chemistry Chloride Reaction rate chemistry.chemical_compound Nucleophile chemistry Bromide medicine Trifluoroacetic acid Methylene medicine.drug
Zdroj:	Journal of the Chemical Society, Perkin Transactions 2. :756-758
ISSN:	1364-5471 1472-779X
DOI:	10.1039/b111724f
Popis:	The reaction of oct-4-yne with 20% trifluoroacetic acid and a variety of relatively weak nucleophiles in methylene chloride was found to produce a mixture of anion incorporated and solvent incorporated products. The rates of these reactions with a range of salt concentrations were found to be proportional to the rates of reaction of simple alkenes under similar conditions. The results are explained by the formation of an intermediate ion pair in contrast to the reactions of alkynes with bromide or iodide which proceeded by a concerted mechanism.
Databáze:	OpenAIRE
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