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Dioxomolybdenum(VI) complexes of hydrazone phenolate ligands - syntheses and activities in catalytic oxidation reactions

Hossain, Md Kamal LU ; Plutenko, Maxym O. ; Schachner, Jörg A. ; Haukka, Matti ; Mösch-Zanetti, Nadia C. ; Fritsky, Igor O. and Nordlander, Ebbe LU (2021) In Journal of the Indian Chemical Society 98(2).
Abstract

The new cis-dioxomolybdenum (VI) complexes [MoO2(L2)(H2O)] (2) and [MoO2(L3)(H2O)] (3) containing the tridentate hydrazone-based ligands (H2L2 = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H2L3 = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesized and characterized via IR, 1H and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO2(L1)(H2O)] (1) (H2L1 =... (More)

The new cis-dioxomolybdenum (VI) complexes [MoO2(L2)(H2O)] (2) and [MoO2(L3)(H2O)] (3) containing the tridentate hydrazone-based ligands (H2L2 = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H2L3 = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesized and characterized via IR, 1H and 13C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO2(L1)(H2O)] (1) (H2L1 = N'-(2-hydroxybenzylidene)-4-methylbenzohydrazide) have been evaluated for various oxidation reactions, viz. oxygen atom transfer from dimethyl sulfoxide to triphenylphosphine, sulfoxidation of methyl-p-tolylsulfide or epoxidation of different alkenes using tert-butyl hydroperoxide as terminal oxidant. The catalytic activities were found to be comparable for all three complexes, but complexes 1 and 3 showed better catalytic performances than complex 2, which contains a more sterically demanding ligand than the other two complexes.

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author
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organization
publishing date
type
Contribution to journal
publication status
published
keywords
Dioxomolybdenum(VI) complexes, Epoxidation, Hydrazone, Oxidation, Schiff base, Sulfoxidation
in
Journal of the Indian Chemical Society
volume
98
issue
2
article number
100006
publisher
Elsevier
external identifiers
  • scopus:85108438738
ISSN
0019-4522
DOI
10.1016/j.jics.2021.100006
language
English
LU publication?
yes
id
84cee775-60ed-455c-81b7-8eb6b8ce8c21
date added to LUP
2021-12-23 10:09:08
date last changed
2025-04-04 02:47:44
@article{84cee775-60ed-455c-81b7-8eb6b8ce8c21,
  abstract     = {{<p>The new cis-dioxomolybdenum (VI) complexes [MoO<sub>2</sub>(L<sup>2</sup>)(H<sub>2</sub>O)] (2) and [MoO<sub>2</sub>(L<sup>3</sup>)(H<sub>2</sub>O)] (3) containing the tridentate hydrazone-based ligands (H<sub>2</sub>L<sup>2</sup> = N'-(3,5-di-tert-butyl-2-hydroxybenzylidene)-4-methylbenzohydrazide and H<sub>2</sub>L<sup>3</sup> = N'-(2-hydroxybenzylidene)-2-(hydroxyimino)propanehydrazide) have been synthesized and characterized via IR, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, mass spectrometry, and single crystal X-ray diffraction analysis. The catalytic activities of complexes 2 and 3, and the analogous known complex [MoO<sub>2</sub>(L<sup>1</sup>)(H<sub>2</sub>O)] (1) (H<sub>2</sub>L<sup>1</sup> = N'-(2-hydroxybenzylidene)-4-methylbenzohydrazide) have been evaluated for various oxidation reactions, viz. oxygen atom transfer from dimethyl sulfoxide to triphenylphosphine, sulfoxidation of methyl-p-tolylsulfide or epoxidation of different alkenes using tert-butyl hydroperoxide as terminal oxidant. The catalytic activities were found to be comparable for all three complexes, but complexes 1 and 3 showed better catalytic performances than complex 2, which contains a more sterically demanding ligand than the other two complexes.</p>}},
  author       = {{Hossain, Md Kamal and Plutenko, Maxym O. and Schachner, Jörg A. and Haukka, Matti and Mösch-Zanetti, Nadia C. and Fritsky, Igor O. and Nordlander, Ebbe}},
  issn         = {{0019-4522}},
  keywords     = {{Dioxomolybdenum(VI) complexes; Epoxidation; Hydrazone; Oxidation; Schiff base; Sulfoxidation}},
  language     = {{eng}},
  number       = {{2}},
  publisher    = {{Elsevier}},
  series       = {{Journal of the Indian Chemical Society}},
  title        = {{Dioxomolybdenum(VI) complexes of hydrazone phenolate ligands - syntheses and activities in catalytic oxidation reactions}},
  url          = {{http://dx.doi.org/10.1016/j.jics.2021.100006}},
  doi          = {{10.1016/j.jics.2021.100006}},
  volume       = {{98}},
  year         = {{2021}},
}