Potassium 4-iodylbenzenesulfonate: preparation, structure, and application as a reagent for oxidative iodination of arenes

Potassium 4-iodylbenzenesulfonate: preparation, structure, and application as a reagent for oxidative iodination of arenes

Bibliographic Details
Parent link:European Journal of Organic Chemistry
Vol. 2012, iss. 30.— 2012.— [P. 5935-5942]
Corporate Author: Национальный исследовательский Томский политехнический университет Институт природных ресурсов Кафедра технологии органических веществ и полимерных материалов
Other Authors: Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Yusubova R. Ya. Roza Yavidovna, Nemykin V. N., Maskaev A. V., Geraskina M. R., Kirschning A., Zhdankin V. V. Viktor Vladimirovich
Summary:Title screen
A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by the oxidation of 4-iodobenzensulfonic acid with Oxone in water. This potassium salt can be further converted into 4-iodylbenzenesulfonic acid by treatment with the acidic form of Amberlyst 15 in water. A single-crystal X-ray structure of potassium 4-iodylbenzenesulfonate revealed the presence of polymeric chains in the solid state due to a combination of numerous intra- and intermolecular interactions. Potassium 4-iodylbenzenesulfonate will likely find many practical applications as a thermally stable and water-soluble hypervalent iodine-based oxidant, particularly useful as a reagent for oxidative iodination of aromatic substrates. This reagent can be effectively recovered from the reaction mixture (92 % recovery) by treatment of the aqueous layer with Oxone at 60 °C for 2 h, followed by filtration of the precipitate.
Language:English
Published: 2012
Subjects:
электронный ресурс
труды учёных ТПУ
иодирование
окисление
углеводороды
гипервалентные соединения
реагенты
Online Access:http://dx.doi.org/10.1002/ejoc.201201064
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=650194

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