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Research Article Open access CC BY 4.0

Pd EnCat™ 30 Recycling in Suzuki Cross-Coupling Reactions

Laura D’Andrea, Casper Steinmann

Organics · pp. 443–449 · Published 22 Oct 2024

10.3390/org5040023

Abstract

Pd EnCat™ 30 is a palladium catalyst broadly used in several hydrogenation and cross-coupling reactions. It is known for its numerous beneficial features, which include high-yielding performance, easy recovery, and reusability. However, the available data regarding its recyclability in Suzuki coupling reactions are limited to a few reaction cycles and, therefore, fail to explore its full potential. Our work focuses on investigating the extent of Pd EnCat™ 30 reusability in Suzuki cross-coupling reactions by measuring its performance according to isolated yields of product. Our findings demonstrate that Pd EnCat™ 30 can be reused over a minimum of 30 reaction cycles, which is advantageous in terms of cost reduction and more sustainable chemical production.

Reusability Coupling reaction Palladium Coupling (piping) Catalysis Suzuki reaction Computer science Reaction conditions

References (25)

  1. 1 Ghosh, 2023, General cross-coupling reactions with adaptive dynamic homogeneous catalysis
  2. 2 Horbaczewskyj, 2022, Pd-catalyzed cross-couplings: On the importance of the catalyst quantity descriptors, mol% and ppm [DOI]
  3. 3 Miyaura, 1979, new stereospecific cross-coupling by the palladium-catalyzed reaction of 1-alkenylboranes with 1-alkenyl or 1-alkynyl halides [DOI]
  4. 4 Lipshutz, 2024, The impact of earth-abundant metals as a replacement for Pd in cross coupling reactions
  5. 5 McAfee, 2015, Utility of a heterogeneous palladium catalyst for the synthesis of a molecular semiconductor via Stille, Suzuki, and direct heteroarylation cross-coupling reactions [DOI]
  6. 6 Mpungose, P.P., Vundla, Z.P., Maguire, G.E., and Friedrich, H.B. (2018). The current status of heterogeneous palladium catalysed Heck and Suzuki cross-coupling reactions. Molecules, 23. [DOI]
  7. 7 King, 2023, Homogeneous and recyclable palladium catalysts: Application in Suzuki–Miyaura cross-coupling reactions [DOI]
  8. 8 Mukai, 2022, Catalyst recycling in the Suzuki coupling reaction: Toward a greener synthesis in the pharmaceutical industry [DOI]
  9. 9 Pears, D.A., Treacher, K.E., Nisar, M., and REAXA Ltd. (2015). Microencapsulated Catalyst-Ligand System 2016. (9399211), U.S. Patent.
  10. 10 Ley, 2002, Polyurea-encapsulated palladium (II) acetate: A robust and recyclable catalyst for use in conventional and supercritical media [DOI]
  11. 11 Perez, 2014, An efficient and new protocol for phosphine-free Suzuki coupling reaction using palladium-encapsulated and air-stable MIDA boronates in an aqueous medium [DOI]
  12. 12 Baxendale, 2006, Microwave flow chemistry: The next evolutionary step in synthetic chemistry?
  13. 13 Lee, 2005, Efficient batch and continuous flow Suzuki cross-coupling reactions under mild conditions, catalysed by polyurea-encapsulated palladium (II) acetate and tetra-n-butylammonium salts [DOI]
  14. 14 Zhu, 2003, An improved preparation of arylboronates: Application in one-pot Suzuki biaryl synthesis [DOI]
  15. 15 Liu, 2006, Synthesis of biaryls and polyaryls by ligand-free Suzuki reaction in aqueous phase [DOI]
  16. 16 Suzuki, 2011, Cross-coupling reactions of organoboranes: An easy way to construct C-C bonds (Nobel Lecture) [DOI]
  17. 17 Sharma, 2007, Microwave-assisted Suzuki cross-coupling reaction, a key step in the synthesis of polycyclic aromatic hydrocarbons and their metabolites [DOI]
  18. 18 Do, 2022, Thermomechanical investigations of polyurea microspheres [DOI]
  19. 19 Maia, 2014, Active sensing coating for early detection of corrosion processes [DOI]
  20. 20 Fei, 2018, A new kind of single Li-ion polyelectrolyte based on triazolate in a polyurea matrix: Syntheses and properties [DOI]
  21. 21 Rymarczyk, 2017, Decomposition of palladium acetate and C fullerite during thermal evaporation in PVD process [DOI]
  22. 22 Sarmah, 2019, Effect of substrates on catalytic activity of biogenic palladium nanoparticles in C–C cross-coupling reactions [DOI]
  23. 23 Stephenson, T.A., Morehouse, S.M., Powell, A.R., Heffer, J.P., and Wilkinson, G. (1965). 667. Carboxylates of palladium, platinum, and rhodium, and their adducts. J. Chem. Soc. (Resumed), 3632–3640. [DOI]
  24. 24 Sithebe, 2014, Palladium-catalysed cross-coupling reaction of ultra-stabilised 2-aryl-1, 3-dihydro-1H-benzo [d] 1, 3, 2-diazaborole compounds with aryl bromides: A direct protocol for the preparation of unsymmetrical biaryls [DOI]
  25. 25 McCarthy, 2021, Strategies for sustainable palladium catalysis [DOI]

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