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Biomimetic High‐Valent Non‐Heme Iron Oxidants for the cis ‐Dihydroxylation and Epoxidation of Olefins

2007; Wiley; Volume: 46; Issue: 42 Linguagem: Inglês

10.1002/anie.200701681

1521-3773

Jochen Bautz, Peter Comba, C.L. De Laorden, Matthias Menzel, Gopalan Rajaraman,

Metal complexes synthesis and properties

Pathfinding: The iron(II) complex of the bispidine ligand L1 is oxidized with H2O2 to intermediate-spin [(L1)FeIV(OH)2]2+ (1, see picture) which forms cis diols 2 from olefins, and the high-spin [(L1)FeIVO(OH2)]2+ ferryl complex (3) results in epoxidation (4). Product distributions (diol/epoxide) and 18O labeling studies are used to propose a mechanism, which is fully supported by DFT analyses. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z701681_s.pdf or from the author. 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.