Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes

Barton OG, Mattay J (2008)
Synthesis 2008(1): 110-114.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Abstract / Bemerkung
A simple method for the iodination of activated arenes, using molecular iodine and sodium peroxodisulfate as the oxidant, is presented. The reaction is conducted in the presence of catalytic amounts of tetramethylammonium iodide as a phase-transfer cata- lyst in acetonitrile. For non-polar substances, which are not soluble in pure acetonitrile such as calix[4]arenes bearing long alkyl chains, a modified reaction is introduced. In this case the phase-transfer catalyst is changed to methyltriphenylphosphonium peroxodisulfate. Chloroform as a cosolvent mediates solubility. Furthermore, we show that the slightly basic conditions obtained upon the addition of sodium bicarbonate have a beneficial effect on the yield.
Stichworte
calixarenes; iodination; oxidative; halogenation; peroxides; phase-transfer catalysis
Erscheinungsjahr
2008
Zeitschriftentitel
Synthesis
Band
2008
Ausgabe
1
Seite(n)
110-114
ISSN
0039-7881
eISSN
1437-210X
Page URI
https://pub.uni-bielefeld.de/record/1592848

Zitieren

Barton OG, Mattay J. Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes. Synthesis. 2008;2008(1):110-114.
Barton, O. G., & Mattay, J. (2008). Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes. Synthesis, 2008(1), 110-114. https://doi.org/10.1055/s-2007-1000826
Barton, O. G., and Mattay, J. (2008). Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes. Synthesis 2008, 110-114.
Barton, O.G., & Mattay, J., 2008. Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes. Synthesis, 2008(1), p 110-114.
O.G. Barton and J. Mattay, “Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes”, Synthesis, vol. 2008, 2008, pp. 110-114.
Barton, O.G., Mattay, J.: Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes. Synthesis. 2008, 110-114 (2008).
Barton, Olaf G., and Mattay, Jochen. “Iodination of activated aromatic compounds using sodium peroxodisulfate and iodine: An efficient way to iodinate alkylated calix[4]arenes”. Synthesis 2008.1 (2008): 110-114.

Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®

Suchen in

Google Scholar