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Issue 29, 2011
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New iron(II) α-iminopyridine complexes and their catalytic activity in the oxidation of activated methylene groups and secondary alcohols to ketones

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Abstract

A set of iron(II) complexes of the general formula [Fe(OTf)2L2] was synthesized in 32 to 78% isolated yields, where L represents a bidentate α-iminopyridine ligand. Four of the iron complexes were characterized structurally, revealing a rich coordination chemistry, because the coordination geometry of the iron complexes strongly depends on the substitution pattern exhibited by the ligands L. The catalytic activity of the new complexes was demonstrated in the oxidation of cyclohexane, activated methylene groups and secondary alcohols to the corresponding ketones utilizing H2O2 and t-BuOOH as the oxidants. The oxidation of activated methylene groups and secondary alcohols to the corresponding ketones with t-BuOOH gave isolated yields between 22 and 91% (4 h, room temperature, 3% catalyst load). The influence of the structure of the ligand on the activity of the corresponding metal complex is also reported. Furthermore, UV-vis experiments were performed which provided evidence for the formation of an [Fe-O-O-t-Bu] intermediate.

Graphical abstract: New iron(ii) α-iminopyridine complexes and their catalytic activity in the oxidation of activated methylene groups and secondary alcohols to ketones

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Publication details

The article was received on 08 Mar 2011, accepted on 27 Apr 2011 and first published on 24 Jun 2011


Article type: Paper
DOI: 10.1039/C1DT10387C
Citation: Dalton Trans., 2011,40, 7617-7631
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    New iron(II) α-iminopyridine complexes and their catalytic activity in the oxidation of activated methylene groups and secondary alcohols to ketones

    P. Shejwalkar, N. P. Rath and E. B. Bauer, Dalton Trans., 2011, 40, 7617
    DOI: 10.1039/C1DT10387C

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