Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer: A highly efficient catalyst for biomimetic oxygenation reactions

Abstract

Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer complex was prepared by the reaction of bis(perfluorophenyl)maleonitrile and Fe(CO)₅and tested in catalytic oxygenation reactions of several hydrocarbons in comparison with the analogous non-fluorinated phthalocyanine complexes. Results of the study demonstrate that this complex is a highly efficient catalyst for the oxygenation of anthracene, 2-tert-butylanthracene, naphthalene, 2-methylnaphthalene, phenanthrene, adamantane, and toluene using iodosylbenzene, oligomeric iodosylbenzene sulfate, or Oxone as stoichiometric oxidants.

Original language	English
Pages (from-to)	5687-5690
Number of pages	4
Journal	Tetrahedron Letters
Volume	55
Issue number	41
DOIs	https://doi.org/10.1016/j.tetlet.2014.08.070
Publication status	Published - 8 Oct 2014

Keywords

Catalytic oxidation
Oxygenation
Phthalocyanines
Tetraazaporphyrin

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2014.08.070

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Yusubov, M. S., Celik, C., Geraskina, M. R., Yoshimura, A., Zhdankin, V. V., & Nemykin, V. N. (2014). Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer: A highly efficient catalyst for biomimetic oxygenation reactions. Tetrahedron Letters, 55(41), 5687-5690. https://doi.org/10.1016/j.tetlet.2014.08.070

Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer : A highly efficient catalyst for biomimetic oxygenation reactions. / Yusubov, Mekhman S.; Celik, Cumali; Geraskina, Margarita R.; Yoshimura, Akira ; Zhdankin, Viktor Vladimirovich; Nemykin, Victor N.

In: Tetrahedron Letters, Vol. 55, No. 41, 08.10.2014, p. 5687-5690.

Research output: Contribution to journal › Article

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title = "Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer: A highly efficient catalyst for biomimetic oxygenation reactions",

abstract = "Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer complex was prepared by the reaction of bis(perfluorophenyl)maleonitrile and Fe(CO)5and tested in catalytic oxygenation reactions of several hydrocarbons in comparison with the analogous non-fluorinated phthalocyanine complexes. Results of the study demonstrate that this complex is a highly efficient catalyst for the oxygenation of anthracene, 2-tert-butylanthracene, naphthalene, 2-methylnaphthalene, phenanthrene, adamantane, and toluene using iodosylbenzene, oligomeric iodosylbenzene sulfate, or Oxone as stoichiometric oxidants.",

keywords = "Catalytic oxidation, Oxygenation, Phthalocyanines, Tetraazaporphyrin",

author = "Yusubov, {Mekhman S.} and Cumali Celik and Geraskina, {Margarita R.} and Akira Yoshimura and Zhdankin, {Viktor Vladimirovich} and Nemykin, {Victor N.}",

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T1 - Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer

T2 - A highly efficient catalyst for biomimetic oxygenation reactions

AU - Yusubov, Mekhman S.

AU - Celik, Cumali

AU - Geraskina, Margarita R.

AU - Yoshimura, Akira

AU - Zhdankin, Viktor Vladimirovich

AU - Nemykin, Victor N.

PY - 2014/10/8

Y1 - 2014/10/8

N2 - Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer complex was prepared by the reaction of bis(perfluorophenyl)maleonitrile and Fe(CO)5and tested in catalytic oxygenation reactions of several hydrocarbons in comparison with the analogous non-fluorinated phthalocyanine complexes. Results of the study demonstrate that this complex is a highly efficient catalyst for the oxygenation of anthracene, 2-tert-butylanthracene, naphthalene, 2-methylnaphthalene, phenanthrene, adamantane, and toluene using iodosylbenzene, oligomeric iodosylbenzene sulfate, or Oxone as stoichiometric oxidants.

AB - Binuclear iron(III) octakis(perfluorophenyl)tetraazaporphyrin μ-oxodimer complex was prepared by the reaction of bis(perfluorophenyl)maleonitrile and Fe(CO)5and tested in catalytic oxygenation reactions of several hydrocarbons in comparison with the analogous non-fluorinated phthalocyanine complexes. Results of the study demonstrate that this complex is a highly efficient catalyst for the oxygenation of anthracene, 2-tert-butylanthracene, naphthalene, 2-methylnaphthalene, phenanthrene, adamantane, and toluene using iodosylbenzene, oligomeric iodosylbenzene sulfate, or Oxone as stoichiometric oxidants.

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KW - Oxygenation

KW - Phthalocyanines

KW - Tetraazaporphyrin

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