Hydroamination of Alkenes
AssigneeThe Board of Trustees of the University of Illinois
InventorsAkihiro Takemiya, Zhijian Liu, John F. Hartwig
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Abstract
A method includes reacting an amino group, a composition including rhodium and an organic ligand, and a substrate having structural formula (I) in a reaction mixture. R1 is an organic group including a sp3 carbon atom bonded to CA. R2 is selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CA. R3 and R4 independently are selected from the group consisting of hydrogen, methyl, and an organic group including a sp3 carbon atom bonded to CB. The method further includes forming a hydroaminated product in the reaction mixture.
Claims20
A method, comprising:
- reacting an amino group, a composition comprising rhodium and an organic ligand, and a substrate having structural formula (I) in a reaction mixture;
- where R1 is an organic group comprising a sp3 carbon atom bonded to CA,
- R2 is selected from the group consisting of hydrogen, methyl, and an organic group comprising a sp3 carbon atom bonded to CA, and
- R3 and R4 independently are selected from the group consisting of hydrogen, methyl, and an organic group comprising a sp3 carbon atom bonded to CB;
- and
- forming a hydroaminated product in the reaction mixture.
A composition, comprising:
- rhodium, and
- an organic ligand, selected from the group consisting of 4,5-(bis[bis-diethylamido]-phosphonito)-9,9-dimethylxanthene, 2-dicyclohexyl-phosphino-2′-(N,N-dimethylamino)biphenyl and substituted derivatives thereof.
A catalyst, comprising:
- rhodium and
- an organic ligand;
- where when 0.5 mmol of 2,2-diphenylpent-4-en-1-amine is combined with the catalyst in 0.5 mL of dioxane to form a reaction mixture, such that the catalyst is present in the reaction mixture in an amount providing 2.5 mol % rhodium relative to the amine, and the reaction mixture is heated at 70° C. for 7 h, the yield of 1,2-dimethyl-4,4-diphenylpyrrolidine is at least 65%.
Dependencies are inferred from the claim text.