Binuclear iron(III) phthalocyanine(μ-oxodimer)/tetrabutylammonium oxone: A powerful catalytic system for oxidation of hydrocarbons in organic solution

Heather M. Neu, Viktor V. Zhdankin, Victor N. Nemykin

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

Binuclear iron(III) phthalocyanine-(μ-oxodimer) complex was tested in catalytic oxygenation reactions of several hydrocarbons using tetrabutylammonium oxone as the oxidant in dichloromethane solution at room temperature. Results of the study demonstrate that this is an extremely powerful catalytic system for oxidative conversion of aromatic hydrocarbons (anthracene, 2-tert- butylanthracene, 2-methylnaphthalene, 9, 10-dihydroanthracene, 1,2,3,4-tetrahydronaphthalene, indane, ethylbenzene, toluene, and benzene) to the respective p-quinones in high yields in 5-30 min. Under these conditions, adamantane is oxidized with 71% conversion after 10 min affording a mixture of 1 -adamantanol, 2-adamantanone, 1-hydroxy-2-adamantanone, and 4-protoadamantanone.

Original languageEnglish
Pages (from-to)6545-6548
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number50
DOIs
Publication statusPublished - 15 Dec 2010
Externally publishedYes

Keywords

  • -oxodimer
  • Catalytic oxidation
  • Iron phthalocyanine μ
  • Oxygenation
  • Tetrabutylammonium oxone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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