74311-58-3

Basic information

• Product Name: (ScRp)-PPFOAc
• CAS NO: 74311-58-3
• Molecular Weight: 456.304
• Mol File: 74311-58-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (ScRp)-PPFOAc(CAS DataBase Reference)
• NIST Chemistry Reference: (ScRp)-PPFOAc(74311-58-3)
• EPA Substance Registry System: (ScRp)-PPFOAc(74311-58-3)

Safety Data

• Hazardous Substances Data: 74311-58-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 55700-44-2 N,N-dimethyl-(2-(diphenylphosphino)ferrocenyl)-1-(methyl-1-methylamine) 

Downstream Products

• 74286-12-7 Fe(C₅H₅)(C₅H₃)CHCH₃OHP(C₆H₅)2 
• 910923-08-9 (C₅H₅)Fe(C₅H₃(P(C₆H₅)2)CH(CH₃)SC₆H₅) 
• 173197-81-4 (C₅H₅)Fe(C₅H₃(P(C₆H₅)2)CH(CH₃)SeC₆H₅) 
• 1016260-33-5 3-(2,6-diisopropylphenyl)-1-[(2-diphenylphosphinoferrocenyl)ethyl]-3H-imidazolium iodide 
• 1016636-10-4 3-(tert-butyl)-1-[(2-diphenylphosphinoferrocenyl)ethyl]-3H-imidazolium iodide 
• 1016260-28-8 3-(1-adamantyl)-1-[(2-diphenylphosphinoferrocenyl)ethyl]-3H-imidazolium iodide 
• 1016260-29-9 3-(2,6-dimethylphenyl)-1-[(2-diphenylphosphinoferrocenyl)ethyl]-3H-imidazolium iodide 
• 1016260-27-7 3-(isopropyl)-1-[(2-diphenylphosphinoferrocenyl)ethyl]-3H-imidazolium iodide 
• 1016260-31-3 3-(2,4,6-trimethylphenyl)-1-[(2-diphenylphosphinoferrocenyl)ethyl]-3H-imidazolium iodide 

Relevant articles and documents

New chiral ferrocene/indole-based diphosphine ligands for Rh-catalyzed asymmetric hydrogenation of functionalized olefins

Convenient synthesis of a new family of chiral ferrocene/indole-based diphosphine ligands, (Rc,Rp)-IndoFerroPhos (L), from (Sc,Rp)-PPFA and 2-(diphenylphosphino)indole has been described. These new ligands exhibited high efficiency in the Rh-catalyzed asymmetric hydrogenation of functionalized olefins including α-dehydroamino acid esters, α-enamides and dimethyl itaconate, in which up to >99% yield and 98% ee were achieved.

Asymmetric homogeneous hydrogenation of olefins catalyzed by alkylphosphine complexes of rhodium(I)

The cationic rhodium(I) complexes of the optically active ferrocenes, C5H5FeC5H3-1,2, catalyze the asymmetric hydrogenation of acetamidoacrylic acid derivatives, itaconic acid and styrene, when ER2 is P(C6H5)2 or P(C(CH3)3)2.The configuration of the product is reversed on substituting C6H5 for C(CH3)3 groups.The catalyst with the tert-butyl groups can afford higher optical yields and is faster overall.The rhodium(I) complexes of the arsenic derivatives ER2 = As(C6H5)2 or As(CH3)2 do not catalyze the hydrogenation reactions.The nmr spectrum of the arsenic complex (ER2 = As(C6H5)2) is temperature dependent which seems to be due to a process involving the making and breaking of the Rh-N bond.The unsuccessful use of the MEM group (β-methoxyethoxymethyl) to protect an alcohol function α to a ferrocene ring is described.The hydrogenation results are discussed in the light of models which are currently used to predict the results of rhodium(I) catalyzed reactions but which are inapplicable to this work.