Preparation and X-ray structure of 2-iodoxybenzenesulfonicacid (IBS) – a powerful hypervalent iodine(V) oxidant

Bibliographic Details
Parent link:Beilstein Journal of Organic Chemistry.— , 2015-
Vol. 14.— 2018.— [P. 1854-1858]
Corporate Authors: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий (ИШХБМТ), Национальный исследовательский Томский политехнический университет Инженерная школа новых производственных технологий Научно-образовательный центр Н. М. Кижнера
Other Authors: Mironova I. A. Irina Andreevna, Postnikov P. S. Pavel Sergeevich, Yusubova R. Ya. Roza Yavidovna, Yoshimura A. Akira, Wirth Th. Thomas, Zhdankin V. V. Viktor Vladimirovich, Nemykin V. N. Viktor Nikolaevich, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich)
Summary:Title screen
The selective preparation of 2-iodoxybenzenesulfonic acid (IBS, as potassium or sodium salts) by oxidation of sodium 2-iodobenzenesulfonatewith Oxone or sodium periodate in water is reported. The single crystal X-ray diffraction analysis reveals a complexpolymeric structure consisting of three units of IBS as potassium salt and one unit of 2-iodoxybenzenesulfonic acid linked togetherby relatively strong I=O···I intermolecular interactions. Furthermore, a new method for the preparation of the reduced form of IBS,2-iodosylbenzenesulfonic acid, by using periodic acid as an oxidant, has been developed. It has been demonstrated that the oxidationof free 2-iodobenzenesulfonic acid under acidic conditions affords an iodine(III) heterocycle (2-iodosylbenzenesulfonic acid),while the oxidation of sodium 2-iodobenzenesulfonate in neutral aqueous solution gives the iodine(V) products.
Published: 2018
Subjects:
Online Access:http://dx.doi.org/10.3762/bjoc.14.159
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=658602