Synthesis and O2-binding properties of tetraphenylporphyrinato- iron(II) derivatives bearing a proximal imidazole covalently bound at the β-pyrrolic position

Eishun Tsuchida, Teruyuki Komatsu, Shin Ichi Kumamoto, Katsutoshi Ando, Hiroyuki Nishide

Research output: Contribution to journalArticle

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Abstract

5,10,15,20-Tetrakis(o-pivalamidophenyl)porphyrins (TPVP) and their iron(II) derivatives bearing a proximal imidazole covalently bound at the 2-(β-pyrrolic) position have been synthesized. The visible absorption maxima (λmax) of the 2-substituted TPVP with an electron withdrawing group attached is shifted toward the red region (7-11 nm) compared with that of the original TPVP. The iron(II) complexes having an imidazolyl group at the β-pyrrolic position were five coordinated species with an intramolecularly bound base under argon and reversibly formed a stable dioxygen adduct in response to O2-pressure in toluene at 25 °C. These molecules act as efficient dioxygen carrying molecules. The kinetics of O 2 binding to the 2-substituted Fe(TPVP) complexes are described.

Original languageEnglish
Pages (from-to)747-753
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number4
Publication statusPublished - 1995

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Bearings (structural)
Porphyrins
Iron
Derivatives
Oxygen
Molecules
Argon
Toluene
Kinetics
imidazole
Electrons

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis and O2-binding properties of tetraphenylporphyrinato- iron(II) derivatives bearing a proximal imidazole covalently bound at the β-pyrrolic position. / Tsuchida, Eishun; Komatsu, Teruyuki; Kumamoto, Shin Ichi; Ando, Katsutoshi; Nishide, Hiroyuki.

In: Journal of the Chemical Society, Perkin Transactions 2, No. 4, 1995, p. 747-753.

Research output: Contribution to journalArticle

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AU - Kumamoto, Shin Ichi

AU - Ando, Katsutoshi

AU - Nishide, Hiroyuki

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AB - 5,10,15,20-Tetrakis(o-pivalamidophenyl)porphyrins (TPVP) and their iron(II) derivatives bearing a proximal imidazole covalently bound at the 2-(β-pyrrolic) position have been synthesized. The visible absorption maxima (λmax) of the 2-substituted TPVP with an electron withdrawing group attached is shifted toward the red region (7-11 nm) compared with that of the original TPVP. The iron(II) complexes having an imidazolyl group at the β-pyrrolic position were five coordinated species with an intramolecularly bound base under argon and reversibly formed a stable dioxygen adduct in response to O2-pressure in toluene at 25 °C. These molecules act as efficient dioxygen carrying molecules. The kinetics of O 2 binding to the 2-substituted Fe(TPVP) complexes are described.

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