Asymmetric Intramolecular Hydroamination of Alkenes in Mild and Wet Conditions—Structure and Reactivity of Cationic Binuclear Gold(I) Catalysts

Marc‐Antoine Abadie, Xavier Trivelli, Florian Medina, Frédéric Capet, Pascal Roussel, Francine Agbossou‐Niedercorn, Christophe Michon

ChemCatChem · 2014 · 32 citations · 84 references

Concepts

Abstract

Abstract A selected diphosphine binuclear gold(I) chloride complex was combined with a silver salt to catalyze efficiently, for the first time, the asymmetric intramolecular hydroamination of alkenes with high conversions and enantioselectivities, in mild conditions and in presence of water. Both enantiomers of the products could be obtained by controlling the molecular ion‐pairs through the solvent polarity. The gold(I) cationic active species was characterized unambiguously at the solid state by X‐ray analysis and in solution by DOSY 1 H NMR experiments. No contribution of silver chloride was observed on the bonding mode of the catalyst.

References

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