High stereoselectivity in asymmetric Grignard cross-coupling catalyzed by nickel complexes of chiral (aminoalkylferrocenyl)phosphines was written by Hayashi, Tamio;Tajika, Masatoyo;Tamao, Kohei;Kumada, Makoto. And the article was included in Journal of the American Chemical Society in 1976.Category: chiral-phosphine-ligands This article mentions the following:
Chiral (aminoalkylferrocenyl)phosphines were effective ligands for Ni-phosphine catalyzed asym. Grignard cross-coupling reactions. In the presence of a 1:2 mixture of anhydrous NiCl2 and (S)-(R)-I (R)-(S)-I or (S)-II, the cross-coupling of PhCHMeMgCl with CH2:CHBr occurred smoothly at 0 to -20° to give 3-phenyl-1-butene of 52 ∼63% optical purity, only 4% optical yield was obtained using (R)-III as a chiral ligand. The ability of (S)-(R)-I, (R)-(S)-I and (S)-II to cause asymmetric induction was due to the complexation of the Mg atom in the Grignard reagent with the Me2N group on these (aminoalkylferrocenyl)phosphines. In the experiment, the researchers used many compounds, for example, (R)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine (cas: 55700-44-2Category: chiral-phosphine-ligands).
(R)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine (cas: 55700-44-2) belongs to chiral phosphine ligands. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.Category: chiral-phosphine-ligands
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis