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Selective C-H oxidation catalyzed by metalloporphyrins

Journal

COORDINATION CHEMISTRY REVIEWS
Volume 255, Issue 23-24, Pages 2912-2932

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.ccr.2011.06.026

Keywords

Metalloporphyrin; C-H Oxidation; Reaction mechanisms; Selectivity; High-valent; Metal-oxo species

Funding

  1. MEC-Spain [CTQ2009-08464]
  2. Generalitat de Catalunya [2009SGR637]
  3. European Research Council [ERC-2009-StG-239910]
  4. ICREA-Academia

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Selective oxidation of saturated C-H bonds remains a challenge in modern chemistry. The inert nature of such bonds requires the use of highly reactive reagents, and this poses major challenges in terms of chemo, regio and stereoselectivity. Metalloporphyrins based in iron, manganese and ruthenium constitute a unique family of catalysts capable of generating these highly reactive, but at the same time highly selective oxidants, thus exquisitely mediating selective oxidations of C-H bonds. The mechanisms underlying these reactions are collected and discussed in the present work. Recent advances in the application of these catalysts in the oxidation of complex organic molecules are also reviewed. (C) 2011 Elsevier B.V. All rights reserved.

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