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Simple synthetic access to [Au(IBiox)Cl] complexes.

Ekaterina A Martynova1, Marco Zuccarello2, Domenic Kronenberg2

  • 1Department of Chemistry and Centre for Sustainable Chemistry, Ghent University, Krijgslaan 281, S-3, 9000 Ghent, Belgium. steven.nolan@ugent.be.

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Summary

This study presents a green synthesis for gold-IBiox complexes, demonstrating their effectiveness as catalysts in alkyne hydroamination reactions. The steric properties of the ligands were quantified and compared to N-heterocyclic carbenes (NHCs).

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Area of Science:

  • Organometallic Chemistry
  • Green Chemistry
  • Catalysis

Background:

  • Gold complexes are valuable catalysts, but their synthesis often involves harsh conditions.
  • Developing sustainable synthetic routes for gold catalysts is crucial for environmental and economic reasons.
  • Ligand design plays a key role in tuning the reactivity and selectivity of gold catalysts.

Purpose of the Study:

  • To report a green and sustainable method for synthesizing chiral and achiral gold-IBiox complexes.
  • To investigate the catalytic activity of these gold complexes in the hydroamination of alkynes.
  • To quantify and compare the steric properties of the IBiox ligands with commonly used N-heterocyclic carbenes (NHCs).

Main Methods:

  • Synthesis of gold-IBiox complexes using a simple, air-tolerant, weak base protocol.
  • Utilizing a green solvent for the synthesis.
  • Assessing catalytic performance in the hydroamination of alkynes.
  • Quantifying ligand steric bulk using the %Vbur model.

Main Results:

  • Successful green synthesis of chiral and achiral gold-IBiox complexes.
  • Demonstrated catalytic activity of the synthesized complexes in alkyne hydroamination.
  • Quantified steric protection of the gold center by IBiox ligands.
  • Comparison of IBiox ligand steric properties with NHCs.

Conclusions:

  • A sustainable and efficient protocol for accessing gold-IBiox complexes has been established.
  • The synthesized gold complexes are effective catalysts for alkyne hydroamination.
  • The %Vbur model provides a useful metric for comparing the steric environment around the gold center provided by IBiox ligands versus NHCs.