1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene

Base Information

• Chemical Name: 1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene
• CAS No.: 312959-24-3
• Molecular Formula: C48H47 Fe P
• Molecular Weight: 712.738
• Mol file: 312959-24-3.mol

Synonyms:1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene;1'-(Di-tert-butylphosphino)-1,2,3,4,5-pentaphenylferrocene; CTC-Q-Phos;Di-tert-butyl(1',2',3',4',5'-pentaphenylferrocenyl)phosphine

Chemical Property of 1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene

Chemical Property:

• Melting Point: 211-219 °C
• PSA: 13.59000
• LogP: 11.36320
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in ether, benzene, toluene and terahydrofuran.

Purity/Quality:

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

Q-Phos ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Heck and Suzuki reactions1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene is a sterically hindered phosphine ligand, which is used in palladium-catalyzed amination, arylation and etherification reactions of aryl chlorides.

Technology Process of 1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene

There total 4 articles about 1,2,3,4,5-Pentaphenyl-1'-(di-tert-butylphosphino)ferrocene 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:

Pd(Q-Phos)2 → monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene (312959-24-3) + palladium (7440-05-3)

Guidance literature:

With phenyl chloride; In tetrahydrofuran; heating of Pd(1-di-tert-butylphosphino-1',2',3',4',5'-pentaphenylferrocene)2 with phenyl chloride in THF at temp. >60°C; monitoring by NMR;

DOI:10.1021/ja037928m

Reference yield:

[Pd(anisyl)((1',2',3',4',5'-pentaphenyl-1-ferrocenyl)di(tert-butyl)phosphine)(bis(3,5-bis(trifluoromethyl)phenyl)amide)] → monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene (312959-24-3) + palladium (7440-05-3)

Guidance literature:

In toluene; byproducts: (CH3OC6H4)N(3,5-(CF3)2C6H3)2; heating in toluene to 60°C in the presence of 0-5 equiv. of phosphine; monitored by (19)F NMR spectroscopy; Kinetics;

DOI:10.1021/ja0315107

Reference yield:

bromobenzene (108-86-1,52753-63-6) + (ferrocenyl)di(tert-butyl)phosphine (223655-16-1) + bis(dibenzylideneacetone)-palladium(0) (32005-36-0) → monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene (312959-24-3) + Pd(Q-Phos)2

Guidance literature:

With sodium t-butanolate; In further solvent(s); react. of Fe and Pd complexes (molar ratio 1.1:1) and PhBr in the presence of NaO-t-Bu; not isolated; detd. by (1)H and (31)P NMR spectra;

DOI:10.1021/ja002543e

upstream raw materials:

bromobenzene

(ferrocenyl)di(tert-butyl)phosphine

bis(dibenzylideneacetone)-palladium⁽⁰⁾

tricyclohexylphosphine

Downstream raw materials:

[(η5-C5Ph5)Fe(η5-C5H4PHtBu2)][HB(C6F5)3]

(η5-C5Ph5)Fe(η5-C5H4PtBu2NSiMe3)

[PdBr(anisyl)((1',2',3',4',5'-pentaphenyl-1-ferrocenyl)di(tert-butyl)phosphine)]

[PdBrPh(1-di-tert-butylphosphino-1',2',3',4',5'-pentaphenylferrocene)]

Refernces

• 1、 Yamashita, Makoto,Hartwig, John F.. "Synthesis, Structure, and Reductive Elimination Chemistry of Three-Coordinate Arylpalladium Amido Complexes". . p. 5344 - 5345. Retrieved 2007/10/03.