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New catalysts based on carboxylate Sn(IV) complexes used in the oxidation reaction of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-benzoquinone

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Abstract

Seven carboxylate Sn(IV) complexes C1–C7 were synthesized by condensation between piperic acid with tri-phenylstannanol C1, piperic acidwith di-butylstannanone C2, phenylthioacetic acid with di-butylstannanone C3, 1,1′-(propane-1,3-diyl)-bis-(5-methyl-1H-pyrazole-3-carboxylic acid) with tri-phenylstannanol C4, 1,1′-(ox-ybis(ethane-2,1- di-yl))bis(5-methyl-1H-pyrazole-3-carboxylic acid) with tri-phenylstannanol C5, 1,1′-(propane-1,3-diyl)-bis-(5-methyl-1H -pyrazole-3-carboxylic acid) with di-butylstannanone C6 and 1,1′-(2-hydroxypropane-1,3-di-yl)bis(5-methyl-1H-pyrazole-3-carboxylic acid) with di-butylstannanone C7 these complexes characterized (by 13C NMR, 1H NMR and IR). Then the elaborated catalytic properties of these complexes were evaluated to catalyze the oxidation reaction of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-benzoquinone. All the complexes showed good catalytic activity towards the oxidation reaction. Notably, complex C3 emerges as a standout performer, displaying remarkable catalytic activity in the oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-benzoquinone. With a reaction rate of 14.45 μmol L−1 min−1 and an astonishing turnover (T) value of 21671.05 cycles per minute, C3 signifies a promising catalyst for future applications.

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Authors and Affiliations

  1. Laboratory of Applied and Environmental Chemistry (LCAE), Faculty of Sciences, University Mohammed Premier, Bd Mohamed VI, BP: 717, 60000, Oujda, Morocco

    Abderrahim Titi, Mohamed Dahmani, Zakariae Abbaoui, Mohamed El Kodadi, Abdelkader ET-Touhami, Abderrahmane Yahyi, El Bekkaye Yousfi & Rachid Touzani

  2. Laboratoire d’Innovation en Sciences, Technologie et Education (LISTE), CRMEF Oriental, Oujda, Morocco

    Mohamed El Kodadi

  3. Higher Institute of Nursing and Health Professions Techniques (ISPITSO), Oujda, Morocco

    El Bekkaye Yousfi

  4. Département de Chimie, Université de Québec à Montreal, Quebec, Canada

    Mohamed Siaj

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Titi, A., Dahmani, M., Abbaoui, Z. et al. New catalysts based on carboxylate Sn(IV) complexes used in the oxidation reaction of 3,5-di-tert-butylcatechol to 3,5-di-tert-butyl-o-benzoquinone. Reac Kinet Mech Cat 137, 133–148 (2024). https://doi.org/10.1007/s11144-023-02525-6

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