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Iron‐Catalyzed CH Hydroxylation and Olefin cis ‐Dihydroxylation Using a Single‐Electron Oxidant and Water as the Oxygen‐Atom Source

2012; Wiley; Volume: 18; Issue: 42 Linguagem: Inglês

10.1002/chem.201202147

1521-3765

Isaac Garcia‐Bosch, Zoel Codolà, Irene Prat, Xavi Ribas, Julio Lloret‐Fillol, Miguel Costas,

Oxidative Organic Chemistry Reactions

Bioinspired oxidation: The hydroxylation of alkanes with retention of the configuration and the cis-dihydroxylation of olefins can be accomplished using [FeII(CF3SO3)2(Me,HPyTACN)] (1) as a catalyst, water as an oxygen-atom source, and cerium ammonium nitrate (CAN) as a single-electron oxidant. The oxidation of CH bonds and CC bonds, as well as water oxidation involves a common reaction intermediate formed by the reaction of CAN and [FeIV(O)(OH2)(Me,HPyTACN)]+. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.