Monoarylation of aromatic amines
AssigneeUmicore AG & Co. KG
InventorsLukas GOOSSEN, Matthias GRUENBERG
Life of this patent
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Abstract
The present invention relates to a selective process for performing the Hartwig-Buchwald coupling of biphenyl derivatives.
Claims18
-16. (canceled)
A process for selective arylation of a primary aromatic amine of the formula A-NH2 with an aromatic compound of the formula X—B to give a secondary aromatic amine A-NH—B, the radicals A and B independently of one another being identical or different, substituted or unsubstituted aromatic radicals and the radical X being a halogen or a trifluoromethylsulphonic acid radical, the aromatic carbon atoms in the secondary aromatic amine being bonded directly to the nitrogen atom, and at least one of the radicals, A or B, comprising a biphenyl unit, and the reaction being carried out in the presence of a base and a palladium complex, the palladium atom being complexed by at least one bis(dialkylphosphinoferrocene) ligand.
A chemical compound comprising 1,1′-bis(diisopropylphosphino)ferrocene-palladium(0)-maleimide [Pd(dippf)(maleimide)];
- 1,1′-bis(diiso-propylphosphino)ferrocenepalladium(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane [Pd(dippf)(VTS)];
- 1,1′-bis(diisopropylphosphino)ferrocenepalladium(0)-bis(dibenzylideneacetone) [Pd(dippf)(dba)];
- 1,1′-bis(diisopropylphosphino)ferrocene-palladium(0)-naphthoquinone [Pd(dippf)(naphthoquinone)];
- 1,1′-bis(diisopropylphosphino)ferrocenepalladium(0)-maleic anhydride [Pd(dippf)(maleic anhydride)];
- 1,1′-bis(diisopropylphosphino)ferrocenepalladium(0)-diethyl maleate [Pd(dippf)(diethyl maleate)];
- or 1,1′-bis(diisopropylphosphino)ferrocenepalladium(0)-norbornene [Pd(dippf)(norbornene)].
A powder mixture comprising a bis(dialkylphosphinoferrocene) and a palladium complex in which the palladium atom is complexed by at least one bis(dialkylphosphinoferrocene) ligand.
Dependencies are inferred from the claim text.