Journal
POLYHEDRON
Volume 81, Issue -, Pages 154-167Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.poly.2014.05.068
Keywords
Mo complexes; NMR spectroscopy; Crystal structure; Oxidation of styrene; Oxidation of cyclohexene
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Funding
- Department of Science and Technology (DST), Government of India, New Delhi, India [SR/S1/IC-32/2010]
- University Grant Commission, New Delhi, India
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The reaction of three Schiff bases, H(3)dfmp(sbdt)(2) (I), H3dfmp(smdt)(2) (II) and H(3)dfmp(tsc)(2) (III) [derived from the condensation of 2,6-diformyl-4-methylphenol (dfmp) with S-benzyldithiocarbazate (sbdt), S-methyldithiocarbazate (smdt) and thiosemicarbazide (tsc)], with [(MoO2)-O-VI(acac)(2)] (Hacac = acetylacetone) on stirring in methanol results in the formation of the dioxidomolybdenum(VI) complexes [(MoO2)-O-VI{Hdfmp(sbdt)(2)}(H2O)] (1), [(MoO2)-O-VI{Hdfmp(smdt)(2)}(H2O)] (2) and [(MoO2)-O-VI{Hdfmp(tsc)(2)}(H2O)] (3), respectively. All these complexes have been characterized in the solid state and in solution by elemental analyses, spectroscopic techniques (IR, electronic, H-1 and C-13 NMR) and thermogravimetric analyses. The structures of complexes 1, 2 and 3, confirmed by a single crystal X-ray study, reveal that only one set of azomethine nitrogen, enthiolate sulfur and phenolate oxygen atoms of the ligands are coordinated to the molybdenum centre. All the complexes form an antiparallel dimer through different pi-pi interactions. These molybdenum complexes catalyze the oxidation of styrene and cyclohexene using 30% H2O2 as an oxidant in the presence of sodium bicarbonate. Styrene, under optimized reaction conditions, gave two reaction products, namely phenylacetaldehyde as the major product and styrene oxide as the minor product. Oxidation of cyclohexene selectively gave 2-cyclohexene-1-ol. (C) 2014 Elsevier Ltd. All rights reserved.
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