In Situ Generated Gold Nanoparticles on Active Carbon as Reusable Highly Efficient Catalysts for a C−C Stille Coupling

Julia Holz, Camilla Pfeffer, Hualiang Zuo, Dennis Beierlein, Gunther Richter, Elias Klemm, René Peters

Angewandte Chemie International Edition · 2019 · 26 citations · 54 references

Concepts

Abstract

Abstract Gold nanoparticle catalysts are important in many industrial production processes. Nevertheless, for traditional C −C cross‐coupling reactions they have been rarely used and Pd catalysts usually give a superior performance. Herein we report that in situ formed gold metal nanoparticles are highly active catalysts for the cross coupling of allylstannanes and activated alkylbromides to form C −C bonds. Turnover numbers up to 29 000 could be achieved in the presence of active carbon as solid support, which allowed for convenient catalyst recovery and reuse. The present study is a rare case where a gold metal catalyst is superior to Pd catalysts in a cross‐coupling reaction of an organic halide and an organometallic reagent.

References

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