PalladiumPolymer Nanocomposite: An Efficient Catalyst for Green Suzuki–Miyaura Cross-Coupling and Mott-Schottky Nitrobenzene Reduction Processes


https://doi.org/10.29235/1561-8331-2019-55-2-196-204

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Abstract

A new catalyst for green Suzuki–Miyaura cross-coupling and Mott-Schottky nitrobenzene reduction processes was prepared by thermolysis of palladium (II) poly-5-vinyltetrazolate. Heterogeneous catalyst includes Pd-nanoparticles supported on polymeric matrix. It presents recoverable and recyclable catalyst and the catalyzed reactions proceed in aqueous media at room temperature in aerobic conditions.


About the Authors

A. V. Zuraev
Research Institute for Physical Chemical Problems of Belarusian State University; Belarusian State University
Belarus

Alexandr V. Zuraev – Postgraduate student, Belarusian State University

4, Nezavisimosti Ave., 220030, Minsk;

Junior researcher, Research Institute for Physical Chemical Problems of the Belarusian State University

14, Leningradskaya Str., 220030, Minsk



Y. V. Grigoriev
Research Institute for Physical Chemical Problems of Belarusian State University
Belarus

Yurii V. Grigoriev – Ph. D. (Chemistry), Head of the laboratory

14, Leningradskaya Str., 220030, Minsk



C. M. Verbilo
Belarusian State University
Belarus

Ciryl M. Verbilo – student

4, Nezavisimosti Ave., 220030, Minsk



L. S. Ivashkevich
Research Institute for Physical Chemical Problems of Belarusian State University
Belarus

Ludmila S. Ivashkevich – Ph. D. (Chemistry), Associate Professor, Head of Laboratory

14, Leningradskaya Str., 220030, Minsk



A. S. Lyakhov
Research Institute for Physical Chemical Problems of Belarusian State University
Belarus

Alexandr S. Lyakhov – Ph. D. (Chemistry), the Professor, assistant, Leading research

14, Leningradskaya Str., 220030, Minsk



O. A. Ivashkevich
Belarusian State University
Belarus

Oleg A. Ivashkecich – Academician, D. Sc. (Chemistry), Professor, the First Prorector

4, Nezavisimosti Ave., 220030, Minsk



References

1. Choi S. K. Mechanistic basis of light induced cytotoxicity of photoactive nanomaterials. NanoImpact, 2016, vol. 3–4, pp. 81–89. https://doi.org/10.1016/j.impact.2016.09.001

2. Yola M. L., Eren T., Atar N. A novel effcient photocatalyst based on TiO2 nanoparticles involved boron enrichment waste for photocatalytic degradation of atrazine. Chem. Eng. J., 2014, vol. 250, pp. 288–294. https://doi.org/10.1016/j.cej.2014.03.116

3. Yola M. L., Eren T., Atar N. A sensitive molecular imprinted electrochemical sensor based on gold nanoparticles decorated graphene oxide: Application to selective determination of tyrosine in milk. Sens. Actuators B Chem., 2015, vol. 210, pp. 149–157. https://doi.org/10.1016/j.snb.2014.12.098

4. Beytur M., Kardas F., Akyildirim O., Ozkan A., Bankoglu B., Yuksek H., Yola M. L., Atar N. A highly selective and sensitive voltammetric sensor with molecularly imprinted polymer based silver@gold nanoparticles/ionic liquid modifed glassy carbon electrode for determination of ceftizoxime. J. Mol. Liq., 2018, vol. 251, pp. 212–217. https://doi.org/10.1016/j.molliq.2017.12.060

5. Barbaro P., Liguori F. Ion Exchange Resins: Catalyst Recovery and Recycle. Chem. Rev., 2009, vol. 109, no. 2, pp. 515–529. https://doi.org/10.1021/cr800404j

6. Kazmaier U., Pohlman M. Cross-Coupling Reactions via π-Allyl Metal Intermediates / U. Kazmaier, M. Pohlman // MetalCatalyzed Cross-Coupling Reactions / Wiley-VCH ; A. de Meijere, F. Diederich (Eds.). – Weinheim, 2004. – P. 531–583.

7. Chartoire A., Nolan S.P. Advances in C–C and C–X Coupling Using Palladium-N-Heterocyclic Carbene (Pd-NHC) Complexes / A. Chartoire, S.P. Nolan // New Trends in Cross-Coupling: Theory and Applications / Royal Society of Chemistry ; J. Spivey [et al.] (Eds.). – Cambridge, 2014. – P. 139–219.

8. Jekab A., Dalicsek Z., Holczbauer T., Hamza A., Papai I., Finta Z., Timari G., Soos T. Superstable Palladium(0) Complex as an Air- and Thermostable Catalyst for Suzuki Coupling Reactions. Eur. J. Org. Chem., 2015. vol. 2015, no. 1, pp. 60–66. https://doi.org/10.1002/ejoc.201403214

9. Cantillo D., Kappe C. O. Immobilized Transition Metals as Catalysts for Cross-Couplings in Continuous Flow-A Critical Assessment of the Reaction Mechanism and Metal Leaching. ChemCatChem., 2014, vol. 6, no. 12, pp. 3286–3305. https://doi.org/10.1002/cctc.201402483

10. Becht J. M., le Drian C. Biaryl Synthesis via Decarboxylative Pd-Catalyzed Reactions of Arenecarboxylic Acids and Diaryliodonium Triflates. Org. Lett., 2008, vol. 10, no. 14, pp. 3161–3164. https://doi.org/10.1021/ol8011293

11. Farrusseng D., Tuel A. Perspectives on zeolite-encapsulated metal nanoparticles and their applications in catalysis. New J. Chem., 2016, vol. 40, no. 5, pp. 3933–3949. https://doi.org/10.1039/C5NJ02608C

12. Kalidindi S. B., Nayak S., Briggs M. E., Jansat S., Katsoulidis A. P., Miller G. J., Warren J. E., Antypov D., Cora F., Slater B., Prestly M. R., Marti-Gastaldo C., Rosseinsky M. J. Chemical and Structural Stability of Zirconium-based Metal–Organic Frameworks with Large Three-Dimensional Pores by Linker Engineering. Angew. Chem. Int. Ed. Engl., 2015, vol. 54, no. 1, pp. 221–226. https://doi.org/10.1002/anie.201406501

13. Gaponik P. N., Ivashkevich O. A., Karavai V. P., Lesnikovich A. I., Chernavina N. I., Sukhanov G. T., Gareev G. A. Polymers and copolymers based on vinyl tetrazoles, 1*. Synthesis of poly(5-vinyl tetrazole) by polymer-analogous conversion of polyacrylonitrile. Angew. Makromol. Chem., 1994, vol. 219, no. 1, pp. 77–88. https://doi.org/10.1002/apmc.1994.052190107

14. Zuraev A. V., Grigoriev Y. V., Ivashkevich L. S., Lyakhov A. S., Ivashkevich O. A. Copper-Polymer Nanocomposite Catalyst for Synthesis of 1,4-Diphenylbutadiyne-1,3. Z. Anorg. Allg. Chem., 2017, vol. 643, no. 19, pp. 1215–1219. https://doi.org/10.1002/zaac.201700213

15. Zuraev A. V., Grigoriev Y. V., Budevich V. A., Ivashkevich O. A. Copper-polymer nanocomposite: An effcient catalyst for green Huisgen click synthesis. Tetrahedron Lett., 2018, vol. 59, no. 16, pp. 1583–1586. https://doi.org/10.1016/j.tetlet.2018.03.028

16. Levchik S. V., Bolvanovich E. E., Lesnikovich A. I., Ivashkevich O. A., Gaponik P. N., Vyazovakin S. V. Thermal decomposition of tetrazole-containing polymers. I. Poly-5-vinyltetrazole thermolysis. Thermochim. Acta., 1990, vol. 168, pp. 211–221. https://doi.org/10.1016/0040-6031(90)80640-K


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