期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 14, 期 -, 页码 1854-1858出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.159
关键词
hypervalent iodine; iodine; 2-iodoxybenzenesulfonic acid; oxidation; X-ray
资金
- Russian Science Foundation [16-13-10081]
- Tomsk Polytechnic University Competitiveness Enhancement Program [VIU-195/2018]
- National Science Foundation [CHE-1759798]
- Royal Society [IE160304]
- Russian Science Foundation [16-13-10081] Funding Source: Russian Science Foundation
The selective preparation of 2-iodoxybenzenesulfonic acid (IBS, as potassium or sodium salts) by oxidation of sodium 2-iodobenzenesulfonate with Oxone or sodium periodate in water is reported. The single crystal X-ray diffraction analysis reveals a complex polymeric structure consisting of three units of IBS as potassium salt and one unit of 2-iodoxybenzenesulfonic acid linked together by relatively strong I = O center dot center dot center dot 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 oxidation of 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.
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