Formation of imines by selective gold-catalysed aerobic oxidative coupling of alcohols and amines under ambient conditions

Søren Kegnæs, Jerrik Mielby, Uffe Vie Mentzel, Claus H. Christensen, Anders Riisager

Green Chemistry · 2010 · 133 citations · 28 references

Concepts

Abstract

The formation of imines by aerobic oxidative coupling of mixtures of alcohols and amines was studied using gold nanoparticles supported on titanium dioxide, TiO2, as a heterogeneous catalyst. The reactions were performed at ambient conditions (room temperature and atmospheric pressure) and occurred with excellent selectivity (above 98%) at moderate conversion under optimized conditions. The effect of catalytic amounts of different bases was studied, along with reaction temperature and time. Utilisation of a selective catalyst system that uses dioxygen as an oxidant and only produces water as by-product represents a new green reaction protocol for imine formation.

References

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