Electrochemical Synthesis of Gold N-Heterocyclic Carbene Complexes

Electrochemical Synthesis of Gold N-Heterocyclic Carbene Complexes

Author: Chemistry – A European Journal

Gold N-heterocyclic carbene (Au-NHC) complexes are widely used in catalysis. They are generally synthesized either using a strong base to generate a free carbene or via a transmetalation route. However, these methods generate by-products that remain in the reaction mixture.

Thomas P. Nicholls, Justin M. Chalker, Flinders University, Australia, and colleagues have found that an electrochemical approach can be used to produce Au-NHC complexes without any by-products other than hydrogen gas. This allows the complexes to be used directly in catalytic reactions without any work-up or purification. A sacrificial gold anode releases Au(I) ions into solution and an imidazolium salt is reduced at the cathode to produce the NHC and hydrogen gas. The Au-NHC complex is the only species remaining in solution upon completion of the reaction.

 

 

The generated Au-NHC complexes can then be used in catalysis. The team directly used the electrochemical reaction mixture in catalytic reactions and found that the Au-NHC catalysts performed similarly to the isolated catalysts. This method could be used to speed up reaction development by expediting catalyst screening, as there is no need for work-up or purification.


 

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