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Evaluation of catalytic activity of imidazolo[1,2-a]pyridine derivatives: oxidation of catechol

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Abstract

A series of heterocyclic compounds possessing imidazolo[1,2-a]pyridine moiety, namely, ethyl 7-methylimidazolo[1,2-a] pyridine-2-carboxylate L1; 2-(3-nitrophenyl)imidazo[1,2-a]pyridine L2; 3-(imidazo[1,2-a]pyridine-2-yl)aniline L3; 2-phenylimidazolo[1,2-a]pyridine-3carbaldehyde L4; and 2-phenylimidazo[1,2-a]pyridine L5 were synthesized. The in situ generated copper (II), iron (II), and zinc (II) complexes of these compounds (L1–L5) were examined for their catalytic activities and were found to be effective catalysts for the oxidation of catechol to o-quinone with the atmospheric oxygen. The present study reveals that the rate of oxidation depends on four parameters: the nature of the ligand, transition metals, ion salts, and the concentration of the complex. The combination L2(Cu(CH 3 COO) 2 ) gives the highest rate.

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Authors and Affiliations

  1. Laboratoire de Chimie Appliquée et Environnement, LCAE-URAC18; COSTE, Faculté des Sciences, Université Mohamed Premier, BP 524, 60 000, Oujda, Morocco

    R. Saddik, M. Khoutoul, N. Benchat, B. Hammouti, S. El Kadiri & R. Touzani

  2. Faculté Pluridisciplinaire de Nador, Université Mohamed Premier, BP 300, 62700, Selouane, Nador, Morocco

    R. Touzani

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  1. R. Saddik
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  2. M. Khoutoul
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  3. N. Benchat
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  4. B. Hammouti
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  5. S. El Kadiri
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  6. R. Touzani
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Correspondence to R. Touzani.

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Saddik, R., Khoutoul, M., Benchat, N. et al. Evaluation of catalytic activity of imidazolo[1,2-a]pyridine derivatives: oxidation of catechol. Res Chem Intermed 38, 2457–2470 (2012). https://doi.org/10.1007/s11164-012-0561-6

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  • DOI: https://doi.org/10.1007/s11164-012-0561-6

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