Comparative reactivity of hypervalent iodine oxidants in metalloporphyrin-catalyzed oxygenation of hydrocarbons: Iodosylbenzene sulfate and 2-iodylbenzoic acid ester as safe and convenient alternatives to iodosylbenzene
A comparative study of the reactivity of 2-iodylbenzoic acid isopropyl ester (IBX-ester), oligomeric iodosylbenzene sulfate [(PhIO)3· SO3]u, and iodosylbenzene in the oxygenation of anthracene in the presence of metal porphyrin or phthalocyanine complexes is reported. Results of this study demonstrate that oligomeric iodosylbenzene sulfate and the IBX-ester are the most reactive oxygenating reagents that can be used as a safe and convenient alternative to the thermally unstable and potentially explosive iodosylbenzene.
Geraskin, Ivan M.,Pavlova, Olga,Neu, Heather M.,Yusubov, Mekhman S.,Nemykin, Victor N.,Zhdankin, Viktor V.
Esters of 2-iodoxybenzoic acid: Hypervalent iodine oxidizing reagents with a pseudobenziodoxole structure
Esters of 2-iodoxybenzoic acid (IBX-esters) were prepared by the hypochlorite oxidation of the corresponding 2-iodobenzoate esters and isolated as chemically stable, microcrystalline products. These hypervalent iodine compounds are potentially valuable ox
Zhdankin, Viktor V.,Koposov, Alexey Y.,Litvinov, Dmitry N.,Ferguson, Michael J.,McDonald, Robert,Luu, Thanh,Tykwinski, Rik R.
p. 6484 - 6491
(2007/10/03)
Selective oxidation of sulfides to sulfoxides using IBX-esters
IBX-esters (esters of 2-iodoxybenzoic acid) are convenient hypervalent iodine reagents for the clean and selective oxidation of organic sulfides to sulfoxides. This reaction proceeds without over-oxidation to sulfones and is compatible with the presence of the hydroxy group, double bond, phenol ether, benzylic carbon, and various substituted phenyl rings in the molecule of the substrate.
Koposov, Alexey Y.,Zhdankin, Viktor V.
p. 22 - 24
(2007/10/03)
Preparation and structure of 2-iodoxybenzoate esters: Soluble and stable periodinane oxidizing reagents
Esters of 2-iodoxybenzoic acid (IBX-esters) are potentially valuable oxidizing reagents belonging to a new class of pentavalent iodine compounds with a pseudo benziodoxole structure.
Zhdankin, Viktor V.,Litvinov, Dmitry N.,Koposov, Alexey Y.,Luu, Thanh,Ferguson, Michael J.,McDonald, Robert,Tykwinski, Rik R.
p. 106 - 107
(2007/10/03)
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