1,1'-Bis(di-tert-butylphosphino)ferrocene

Base Information

• Chemical Name: 1,1'-Bis(di-tert-butylphosphino)ferrocene
• CAS No.: 84680-95-5
• Molecular Formula: C26H44FeP2
• Molecular Weight: 474.43
• Hs Code.: 29319090
• Mol file: 84680-95-5.mol

Synonyms:1,1'-Bis(di-tert-butylphosphino)ferrocene;1,1'-Bis[bis(tert-butyl)phosphino]ferrocene;

Chemical Property of 1,1'-Bis(di-tert-butylphosphino)ferrocene

Chemical Property:

• Melting Point: 181-182°C (dec.)
• PSA: 27.18000
• LogP: 8.28090
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.

Purity/Quality:

98%min, ^*data from raw suppliers

1,1''-Bis(di-tert-butylphosphino)ferrocene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,1'-BIS(DI-TERT-BUTYLPHOSPHINO)FERROCENE is an organophosphine compound and can be used as an organometallic ligand. The rate of palladium-catalyzed amination of unactivated aryl chlorides is accelerated by sterically hindered chelating alkyl phosphines, ie, 1,1'-bis(di-tert-butylphosphino)ferrocene.

Technology Process of 1,1'-Bis(di-tert-butylphosphino)ferrocene

There total 2 articles about 1,1'-Bis(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: 91.0%

1,1'-bis(di-tert-butylphosphino)ferrocene tetrafluoroborate → 1,1'-bis(di-tertbutylphosphino)ferrocene (84680-95-5)

Guidance literature:

In methanol; for 12h; Reflux;

Reference yield:

1,1'-dilithioferrocene-(N,N,N',N'-tetramethylethylenediamine)-(1/2) (65587-59-9) + di(tert-butyl)chlorophosphine (13716-10-4) → 1,1'-bis(di-tertbutylphosphino)ferrocene (84680-95-5)

Guidance literature:

In hexane; complex suspended in hexane, chlorodi-tert-butylphosphine added at -78°C, allowed to warm to room temp., stirred for 2 h; hydrolyzed with H2O, hexane layer sepd., dried (MgSO4), filtered, concd., chromd. (Al2O3, petroleum ether/Et2O), solvent removed, obtained impure;

Reference yield: 96.0%

1,1'-bis(di-tertbutylphosphino)ferrocene (84680-95-5) + tris(pentafluorophenyl)borate (1109-15-5) → [(η5-C5H4PtBu2)Fe(η5-C5H4PtBu2(C6F4)BF(C6F5)2)] (1144038-59-4)

Guidance literature:

one eqiv. of B(C6F5)3;

DOI:10.1039/b819525k

upstream raw materials:

1,1'-dilithioferrocene-(N,N,N',N'-tetramethylethylenediamine)-(1/2)

di(tert-butyl)chlorophosphine

Downstream raw materials:

(1,1'-bis(di-tert-butylphosphino)ferrocene)Pd(Br)(C₆H₄-4-CN)

Pd(1,1'-bis(di-tert-butylphosphino)ferrocene)(Br)(C₆H₅)

(CO)3Ni(1,1'-bis(di-tert-butylphosphino)ferrocene)Ni(CO)3

[(η5-C5H4PtBu2)Fe(η5-C5H4PtBu2(C6F4)BF(C6F5)2)]

Refernces

• 1、 Cullen, William R.,Kim, Tae-Jeong,Einstein, Frederick W. B.,Jones, Terry. "Structure of the hydrogenation catalyst [(P P)Rh(NBD)]ClO4, P P = (η5-[(CH3)3C]2PC 5H4)2Fe, and some comparative rate studies". . p. 714 - 719. Retrieved 2008/10/08.