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Carbon monoxide oxidation by oxygen in water-acetonitrile solutions of palladium(II) bromide complexes in the presence of Co(II), Fe(II) and Mn(III) phthalocyaninates

https://doi.org/10.32362/2410-6593-2019-14-6-76-94

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Abstract

Objectives. The objective of this paper was to compare acetylene oxidative dicarbonylation that leads to maleic anhydride with a side reaction of CO oxidation by oxygen in a PdBr2-LiBr-H2C-CH3CN system and in the presence of insoluble (Co) and soluble (Co, Fe, and Mn) phthalocyaninates (PcM).

Methods. To study the oxidation of CO to CO2, a kinetics method was used; UV and IR spectroscopy was used to determine the concentrations of initial and intermediate compounds.

Results. The knetics of CO to CO2 oxidation were investigated and the reactivity series of PcM in CO oxidation and maleic anhydride synthesis was characterized. A satisfactory correlation was observed between reaction rates and PcM concentration, as well as the nature of metal, in both processes. The IR measurements of concentrations of Pd(II) and Pd(I) intermediate carbonyl complexes, and CO2 concentrations, have made it possible to hypothesize the mechanism of CO2 generation. The effect of PcM concentration on the concentrations of Pd(II)(CO) in CO oxidation has been shown.

Conclusions. Based on the data regarding CO oxidation and acetylene oxidative dicarbonylation, certain conditions have been proposed to effectively produce double-labeled maleic anhydride with 13C (from 13CO).

About the Authors

I. V. Oshanina
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Irina V. Oshanina - Cand. of Sci. (Chemistry), Associate Professor of the Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


S. I. Goloborod’ko
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Sofya I. Golobrood’ko - Student, Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


E. A. Robinova
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Ekaterina A. Robinova - Student, Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


I. N. Rusnak
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Ilya N. Rusnak - Student, Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


S. A. Nikiforov
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Sergey A. Nikiforov - Student, Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


S. A. Prokhorov
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Sergey A. Prokhorov - Student, Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


O. N. Temkin
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Oleg N. Temkin - Dr. of Sci. (Chemistry), Professor of the Department of Chemistry and Technology of Basic Organic Synthesis.

86, Vernadskogo pr., Moscow 119571


O. L. Kaliya
MIREA - Russian Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)
Russian Federation

Oleg L. Kaliya - Dr. of Sci. (Chemistry), Professor of the Department of General Chemical Technology.

86, Vernadskogo pr., Moscow 119571


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Supplementary files

1. Fig. 4. UV spectra of PdBr2–AN and PdBr2–ADN solutions, in 0.01 mm cuvettes (solid line) and 0.1 mm cuvettes (dashed line)
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Oshanina I.V., Goloborod’ko S.I., Robinova E.A., Rusnak I.N., Nikiforov S.A., Prokhorov S.A., Temkin O.N., Kaliya O.L. Carbon monoxide oxidation by oxygen in water-acetonitrile solutions of palladium(II) bromide complexes in the presence of Co(II), Fe(II) and Mn(III) phthalocyaninates. Fine Chemical Technologies. 2019;14(6):76-94. https://doi.org/10.32362/2410-6593-2019-14-6-76-94

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