(R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-PHENYLPHOSPHINE

Base Information

• Chemical Name: (R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-PHENYLPHOSPHINE
• CAS No.: 158923-09-2
• Molecular Formula: C₃₆H₄₄FeP₂
• Molecular Weight: 594.54
• Hs Code.: 29319090
• Mol file: 158923-09-2.mol

Synonyms:Ferrocene,1-(dicyclohexylphosphino)-2-[1-(diphenylphosphino)ethyl]-, [R-(R*,R*)]-;(aR,R)-1-Dicyclohexylphosphino-2-(1-(diphenylphosphino)ethyl)ferrocene;[(R)-1-[(Sp)-2-(Dicyclohexylphosphino)ferrocenyl]ethyl]diphenylphosphine

Chemical Property of (R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-PHENYLPHOSPHINE

Chemical Property:

• PSA: 27.18000
• LogP: 9.12070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldiphenylphosphine, min. 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: (R)-1-[(SP)-2-(Dicyclohexylphosphino)ferrocenylethyl]diphenylphosphine can be used as a ligand:To prepare iridium metal complex (IrIJOSIPHOS), which is used as a catalyst in the asymmetric hydrogenation of 2-phenylquinoxaline.In the preparation of natural products by asymmetric conjugate addition of Grignard reagents to α-substituted cyclic alkenones.

Technology Process of (R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-PHENYLPHOSPHINE

There total 1 articles about (R)-1-[(1S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-PHENYLPHOSPHINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 14.0%

diphenyl(1-ferrocenylethyl)phosphine + chlorodicyclohexylphosphane (16523-54-9) → 1-(dicyclohexylphosphino)-2-(1-(diphenylphosphino)ethyl)ferrocene (158923-09-2,162291-01-2,223390-59-8,741281-75-4,741281-76-5)

Guidance literature:

diphenyl(1-ferrocenylethyl)phosphine; With n-butyllithium; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 1.5h; Inert atmosphere;

chlorodicyclohexylphosphane; In tetrahydrofuran; pentane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2016.11.054

Reference yield: 86.0%

bis(1,5-cyclooctadiene)nickel (0) (1295-35-8) + 1-(dicyclohexylphosphino)-2-(1-(diphenylphosphino)ethyl)ferrocene (158923-09-2,162291-01-2,223390-59-8,741281-75-4,741281-76-5) + benzonitrile (100-47-0) → C43H49FeNNiP2

Guidance literature:

In toluene; at 20 ℃; for 1h; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201500404

Reference yield: 63.0%

bis(benzonitrile)palladium(II) dichloride (15617-18-2,39958-10-6,14220-64-5) + 1-(dicyclohexylphosphino)-2-(1-(diphenylphosphino)ethyl)ferrocene (158923-09-2,162291-01-2,223390-59-8,741281-75-4,741281-76-5) + dichloromethane (75-09-2) → (C5H5)Fe(C5H3(CH(CH3)P(C6H5)2)P(C6H11)2)PdCl2*0.5CH2Cl2

Guidance literature:

In dichloromethane; under Ar atm. Pd complex and ligand in CH2Cl2 were stirred for 24 h; soln. was filtered and evapd. in vacuo, residue was washed with Et2O anddried in vacuo; elem. anal.;

DOI:10.1016/j.jorganchem.2007.02.039

upstream raw materials:

chlorodicyclohexylphosphane

Downstream raw materials:

C₃₆H₄₄BrCuFeP₂