Aromatic hydroxylation at a nonheme iron center

INOR 610

Elena V. Rybak-Akimova, erybakak@tufts.edu1, Olga Makhlynets, olga.makhlynets@tufts.edu1, Sonia Taktak, staktak@partners.org2, Margaret Flook1, Ruben Mas-Ballesté3, and Lawrence Que Jr., que@chem.umn.edu3. (1) Department of Chemistry, Tufts University, Medford, MA 02155, (2) Center for Molecular Imaging Research, Massachusetts General Hospital and Harvard Medical School, Boston, MA 02129, (3) Department of Chemistry and Center for Metals in Biocatalysis, University of Minnesota
Selective ortho-hydroxylation of benzoic acids by hydrogen peroxide at non-heme iron(II) centers has been reported. This work presents more detailed studies on the influence of substituents on the benzoic acid on the hydroxylation reaction. Electron-donating substituents promote decarboxylation, ipso-hydroxylation and radical coupling, but strongly coordinating ligands suppress the hydroxylation reaction. A tentative reaction scheme is proposed and the nature of possible intermediates is being investigated.

 

Inorganic Modeling of Biological Systems
7:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Division of Inorganic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007