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Hydroxylation of Phenol Catalyzed by Oxovanadium(IV) of Salen-Type Schiff Base Complexes with Hydrogen Peroxide

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Abstract

Active and highly selective catalytic systems of oxovanadium(IV) salen-type have been prepared and characterized by various physico-chemical techniques. Substituted salen-type Schiff base ligands were prepared from 3-ethoxy salicylaldehyde with 1,2-diaminobenzene and 1,8-diaminonaphthalene abbreviated (EtOsalphen) and (EtOsalnaph), respectively. The catalytic activity of the complexes for hydroxylation of phenol to catechol and hydroquinone using H2O2 as an oxidant has been studied. The best suited reaction conditions were obtained by considering the effect of solvent, concentration of substrate, reaction time, concentration of catalyst and temperature. Under the optimized reaction conditions, VO-(EtOsalphen) catalyst shows high conversion (71%) at a short reaction time (2 h) with selectivity of 92.5% towards catechol, while VO-(EtOsalnaph) complex also shows higher conversion (76.6%) after longer reaction time (6 h) with almost similar selectivity to catechol (94.2%).

Graphical Abstract

Synthesis and characterization of active systems of oxovanadium (IV) salen-type Schiff base has. The catalytic activities of these complexes for hydroxylation of phenol using H2O2 as an oxidant has been studied and were found to be a highly active and selective towards catechol formation.

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Authors and Affiliations

  1. Department of Chemistry, College of Education, University of Basrah, Basrah, Iraq

    Tahseen A. Alsalim, Jabbar S. Hadi & Einas A. Al-Nasir

  2. Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville, Cape Town, 7535, South Africa

    Hanna S. Abbo & Salam J. J. Titinchi

Authors
  1. Tahseen A. Alsalim
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  2. Jabbar S. Hadi
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  3. Einas A. Al-Nasir
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  4. Hanna S. Abbo
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  5. Salam J. J. Titinchi
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Correspondence to Salam J. J. Titinchi.

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Alsalim, T.A., Hadi, J.S., Al-Nasir, E.A. et al. Hydroxylation of Phenol Catalyzed by Oxovanadium(IV) of Salen-Type Schiff Base Complexes with Hydrogen Peroxide. Catal Lett 136, 228–233 (2010). https://doi.org/10.1007/s10562-010-0326-z

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  • DOI: https://doi.org/10.1007/s10562-010-0326-z

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