Aromatic hydroxylation reactivity of a mononuclear Cu(II)-alkylperoxo complex

Atsushi Kunishita, Junji Teraoka, Joseph D. Scanlon, Takahiro Matsumoto, Masatatsu Suzuki, Christopher J. Cramer, Shinobu Itoh

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

Reaction of copper(II) complex 1X supported by the tridentate bis(pyridylmethyl)amine ligand containing m-substituted phenyl groups at the 6-positions of the pyridine rings (LX) with H2O2 in the presence of triethylamine (NEt3) in acetone generates a copper(II)-alkylperoxo species 2X [2-hydroxy-2-hydroperoxypropane (HHPP) adduct]. The alkylperoxo intermediate 2X undergoes an efficient aromatic ligand hydroxylation reaction, producing a phenolate complex 4X via another intermediate 3X. Kinetic studies on the aromatic hydroxylation process are reported together with spectral characterization of 2X.

Original languageEnglish
Pages (from-to)7248-7249
Number of pages2
JournalJournal of the American Chemical Society
Volume129
Issue number23
DOIs
Publication statusPublished - Jun 13 2007
Externally publishedYes

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Hydroxylation
Copper
Ligands
Acetone
Pyridine
Amines
Kinetics
pyridine
triethylamine

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Kunishita, A., Teraoka, J., Scanlon, J. D., Matsumoto, T., Suzuki, M., Cramer, C. J., & Itoh, S. (2007). Aromatic hydroxylation reactivity of a mononuclear Cu(II)-alkylperoxo complex. Journal of the American Chemical Society, 129(23), 7248-7249. https://doi.org/10.1021/ja071623g

Aromatic hydroxylation reactivity of a mononuclear Cu(II)-alkylperoxo complex. / Kunishita, Atsushi; Teraoka, Junji; Scanlon, Joseph D.; Matsumoto, Takahiro; Suzuki, Masatatsu; Cramer, Christopher J.; Itoh, Shinobu.

In: Journal of the American Chemical Society, Vol. 129, No. 23, 13.06.2007, p. 7248-7249.

Research output: Contribution to journalArticle

Kunishita, A, Teraoka, J, Scanlon, JD, Matsumoto, T, Suzuki, M, Cramer, CJ & Itoh, S 2007, 'Aromatic hydroxylation reactivity of a mononuclear Cu(II)-alkylperoxo complex', Journal of the American Chemical Society, vol. 129, no. 23, pp. 7248-7249. https://doi.org/10.1021/ja071623g
Kunishita, Atsushi ; Teraoka, Junji ; Scanlon, Joseph D. ; Matsumoto, Takahiro ; Suzuki, Masatatsu ; Cramer, Christopher J. ; Itoh, Shinobu. / Aromatic hydroxylation reactivity of a mononuclear Cu(II)-alkylperoxo complex. In: Journal of the American Chemical Society. 2007 ; Vol. 129, No. 23. pp. 7248-7249.
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