In 2010,Angewandte Chemie, International Edition included an article by Landert, Heidi; Spindler, Felix; Wyss, Adrian; Blaser, Hans-Ulrich; Pugin, Benoit; Ribourduoille, Yann; Gschwend, Bjoern; Ramalingam, Balamurugan; Pfaltz, Andreas. Reference of (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene. The article was titled 《Chiral Mixed Secondary Phosphine-Oxide-Phosphines: High-Performing and Easily Accessible Ligands for Asymmetric Hydrogenation》. The information in the text is summarized as follows:
Combining secondary phosphine oxides (SPOs) with phosphines leads to highly effective chiral bidentate ligands for transition-metal-based catalysts. The authors present results for selected members of two SPO-P ligand families based on a chiral ferrocenyl backbone (JoSPOphos) and a menthyl substituent (TerSPOphos), resp. JoSPOphos and TerSPOphos are readily accessible from inexpensive starting materials. The steric and electronic properties of these modular ligands can be easily tuned. In the asym. hydrogenation of functionalized alkenes, their rhodium complexes reacted to give enantioselectivities of up to 99% ee and turnover frequencies of up to 20000 h-1. In the part of experimental materials, we found many familiar compounds, such as (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene(cas: 1221746-56-0Reference of (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene)
(R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene(cas: 1221746-56-0) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Reference of (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene 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