Quality Control of (R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphineOn March 14, 2019, Wei, Xiao-Feng; Wakaki, Takayuki; Itoh, Taisuke; Li, Hong-Liang; Yoshimura, Takayoshi; Miyazaki, Aya; Oisaki, Kounosuke; Hatanaka, Miho; Shimizu, Yohei; Kanai, Motomu published an article in Chem. The article was 《Catalytic Regio- and Enantioselective Proton Migration from Skipped Enynes to Allenes》. The article mentions the following:
Here, a copper(I)-catalyzed enantioselective proton migration from skipped enynes to allenes I [R1 = Ph, 3-MeC6H4, 3-thienyl, etc.; R2 = H, Me, Bn, etc.] as an efficient approach in chiral allene synthesis was reported. With catalyst loading as low as 0.5 mol %, the reaction proceeded smoothly under mild conditions without the need for addnl. stoichiometric reagents or generation of waste. Novel chiral ligand containing diphenylphosphine moiety plays a critical role in furnishing high catalyst activity, promoting regioselective protonation to produce allenes instead of conjugated enynes and inducing axial chirality of allenes. The multiple roles of the chiral ligand were rationalized by d. functional theory calculations In the experimental materials used by the author, we found (R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine(cas: 849924-49-8Quality Control of (R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine)
(R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine(cas: 849924-49-8) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Quality Control of (R)-1-{(R)-2-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl}-ethylbis(2-methylphenyl)phosphine These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis