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

Ivan M. Geraskin, Olga Pavlova, Heather M. Neu, Mekhman S. Yusubov, Victor N. Nemykin, Viktor Vladimirovich Zhdankin

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)733-737
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume351
Issue number5
DOIs
Publication statusPublished - Mar 2009

Keywords

  • 2-iodylbenzoic acid isopropyl ester (IBX-ester)
  • Iodine
  • Iodosylbenzene
  • Oxygenation, porphyrins

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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