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Issue 2, 2017
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Towards a global greener process: from solvent-less synthesis of molybdenum(VI) ONO Schiff base complexes to catalyzed olefin epoxidation under organic-solvent-free conditions

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Abstract

Nine Schiff base ligands derived from o-hydroxyaldehydes (2-hydroxybenzaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy- 1-naphthaldehyde) and nine corresponding dioxomolybdenum(VI) complexes, cis-[MoO2L(CH3OH)] or cis-[MoO2L(CH3OH)]·CH3OH and dinuclear [MoO2L]2, have been prepared using the conventional solution-based method as well as mechanochemically, by liquid assisted grinding (LAG). All products have been characterised by means of IR spectroscopy, thermal analyses and also by powder and five molybdenum complexes by single crystal X-ray diffraction. The crystal structure analysis of mononuclear complexes reveal distorted octahedral Mo(VI) coordination by ONO donor atoms from a dianionic tridentate Schiff base ligand, two oxido oxygen atoms from the MoO22+ moiety and an oxygen atom from the MeOH molecule trans to the oxido oxygen atom. Due to the trans effect of the oxido oxygen atom, Mo–O(MeOH) is the longest bond distance within the Mo coordination sphere and it expected to be the point of maximum reactivity of the complexes. All complexes have been studied as pre(catalysts) for the epoxidation of cis-cyclooctene, cyclohexene and (R)-limonene using aqueous tert-butyl peroxide (TBHP) as the oxidant and in the absence of an organic solvent.

Graphical abstract: Towards a global greener process: from solvent-less synthesis of molybdenum(vi) ONO Schiff base complexes to catalyzed olefin epoxidation under organic-solvent-free conditions

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Publication details

The article was received on 10 Oct 2016, accepted on 06 Dec 2016 and first published on 16 Dec 2016


Article type: Paper
DOI: 10.1039/C6NJ03174A
Citation: New J. Chem., 2017,41, 594-602
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    Towards a global greener process: from solvent-less synthesis of molybdenum(VI) ONO Schiff base complexes to catalyzed olefin epoxidation under organic-solvent-free conditions

    M. Cindrić, G. Pavlović, R. Katava and D. Agustin, New J. Chem., 2017, 41, 594
    DOI: 10.1039/C6NJ03174A

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