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Oxygenation of Hydrocarbons Mediated by Mixed-Valent Basic Iron Trifluoroacetate and Valence-Separated Component Species under Gif-Type Conditions Involves Carbon- and Oxygen-Centered Radicals

  1. Amy E. Tapper1,
  2. Jeffrey R. Long Prof.2,
  3. Richard J. Staples Dr.3,
  4. Pericles Stavropoulos Prof.1

Article first published online: 4 JUL 2000

DOI: 10.1002/1521-3773(20000703)39:13<2343::AID-ANIE2343>3.0.CO;2-T

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 39, Issue 13, pages 2343–2346, July 3, 2000

Additional Information

How to Cite

Tapper, A. E., Long, J. R., Staples, R. J. and Stavropoulos, P. (2000), Oxygenation of Hydrocarbons Mediated by Mixed-Valent Basic Iron Trifluoroacetate and Valence-Separated Component Species under Gif-Type Conditions Involves Carbon- and Oxygen-Centered Radicals . Angewandte Chemie International Edition, 39: 2343–2346. doi: 10.1002/1521-3773(20000703)39:13<2343::AID-ANIE2343>3.0.CO;2-T

Author Information

  1. 1

    Department of Chemistry, Boston University 590 Commonwealth Avenue, Boston, MA 02215 (USA) Fax: (+1) 617-353-6466

  2. 2

    University of California, Berkeley, CA (USA)

  3. 3

    Harvard University, Cambridge, MA (USA)

Publication History

  1. Issue published online: 4 JUL 2000
  2. Article first published online: 4 JUL 2000
  3. Manuscript Received: 16 FEB 2000

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Keywords:

  • autoxidations;
  • iron;
  • radicals

Graphical Abstract

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Hydrogen-atom abstraction by hydroxyl radicals takes place to generate both tert- and sec-adamantyl radicals in Gif-type oxygenation of adamantane by H2O2 in pyridine/trifluoroacetic acid when the reaction is mediated by [Fe(O2CCF3)2(py)4] or [Fe2O(O2CCF3)4(py)6], which are formed by dissociation of [Fe3O(O2CCF3)6(L)3] in pyridine (L=H2O, DMSO; see scheme).

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