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The Effect of PEGylated Dendrimers on the Catalytic Activity and Stability of Palladium Particles in the Suzuki Reaction

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Abstract

Stable dendrimer-coated Pd particles were synthesized using the wet-chemical borohydride reduction method of Pd(II) salts in the presence of low-generation (poly)ethylene glycol-terminated amidoamine-based dendrimers. The identity and structure of the Pd-containing colloids were analyzed by FT-IR spectroscopy, X-ray powder diffraction, thermogravimetric analysis, atom absorption spectroscopy and UV–Vis spectroscopy. Dynamic light scattering experiments have been performed to determine the hydrodynamic diameter of the particles (350–900 nm). The performance of the thus obtained dendrimer-stabilized Pd particles in Suzuki C,C cross-coupling reactions of aryl halides and phenyl boronic acid was examined. Turn over numbers of up to 930 could be achieved. The influence of the dendritic stabilizers on the particle size along with the catalytic performance is presented.

Graphical Abstract

PAMAM PEGylated Pd particles were synthesized. The performance of the obtained Pd particles in Suzuki C,C cross-coupling reactions of aryl halides and phenyl boronic acid was examined, turn over numbers of up to 930 could be achieved. The influence of the dendritic stabilizers on the particles size along with the catalytic productivity is presented.

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Notes

  1. Due to the partial formation of PdO a slight increase in weight of 1.5 wt% was observed.

  2. This agglomeration process was complete in the time required for the acquisition of the DLS measurements (approx. 5 minutes).

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Acknowledgments

This study was generously supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, and the State of Saxony (Landesgraduierten fellowship SD).

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Authors and Affiliations

  1. Department of Inorganic Chemistry, Faculty of Natural Sciences, Institute of Chemistry, Chemnitz University of Technology, Straße der Nationen 62, 09111, Chemnitz, Germany

    Christian Gäbler, Janine Jeschke, Sascha Dietrich, Dieter Schaarschmidt, Colin Georgi & Heinrich Lang

  2. Department of Chemistry, Faculty of Natural Sciences, L.N.Gumilyov Eurasian National University, Munaitpasov Street 5, 010008, Astana, Kazakhstan

    Gulnar Nurgazina

  3. Department of Coordination Chemistry, Faculty of Natural Sciences, Institute of Chemistry, Chemnitz University of Technology, Straße der Nationen 62, 09111, Chemnitz, Germany

    Maik Schlesinger & Michael Mehring

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  1. Christian Gäbler
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  2. Janine Jeschke
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  3. Gulnar Nurgazina
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  4. Sascha Dietrich
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  5. Dieter Schaarschmidt
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  6. Colin Georgi
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  7. Maik Schlesinger
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  8. Michael Mehring
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  9. Heinrich Lang
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Correspondence to Heinrich Lang.

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Gäbler, C., Jeschke, J., Nurgazina, G. et al. The Effect of PEGylated Dendrimers on the Catalytic Activity and Stability of Palladium Particles in the Suzuki Reaction. Catal Lett 143, 317–323 (2013). https://doi.org/10.1007/s10562-013-0967-9

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  • DOI: https://doi.org/10.1007/s10562-013-0967-9

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