1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene

Base Information

• Chemical Name: 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene
• CAS No.: 403815-19-0
• Molecular Formula: C₆₆H₆₂FeP₄
• Molecular Weight: 1034.96
• Mol file: 403815-19-0.mol

Synonyms:1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene

Chemical Property of 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

4,4'-Bis(t-butyl)-1,1',2,2'-tetrakis(diphenylphosphino)ferrocene, 98% HiersoPHOS-5 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene

There total 7 articles about 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene 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: 84.0%

lithium diphenylphosphinocyclopentadienyl (83272-80-4) + iron(II) chloride + 1,2-bis(diphenylphosphanyl)-4-tert-butylcyclopentadienyl lithium → 1,1'-bis-(diphenylphosphino)ferrocene (12150-46-8) + 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene (403815-19-0) + 1,1',2'-tris(diphenylphosphino)-4-tert-butylferrocene (878190-65-9)

Guidance literature:

In tetrahydrofuran; (Ar); dropwise addn. of a soln. of trisubstituted lithium compd. in THF to a suspn. of iron salt in THF at -40°C, stirring for 2 h at room temp., addn. of a soln. of monosubstituted lithium salt in THF at -40°C; evapn., reflux in toluene for 3 h, cooling, filtration, column chromy. (SiO2, toluene/hexane 4:1); elem. anal.;

DOI:10.1021/om050882g

Reference yield: 71.0%

iron(II) chloride + 1,2-bis(diphenylphosphanyl)-4-tert-butylcyclopentadienyl lithium → 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene (403815-19-0)

Guidance literature:

In toluene; byproducts: LiCl; (Ar); addn. of a soln. of lithium compd. in toluene to a soln. of iron salt in toluene at room temp., refluxing for 16 h; filtration, concn., cooling for 2 d; elem. anal.;

DOI:10.1016/S0022-328X(01)00883-X

Reference yield: 32.0%

C27H34B(1-)*Li(1+)*C4H10O2 + iron(II) chloride + 1,2-bis(diphenylphosphanyl)-4-tert-butylcyclopentadienyl lithium → 1,1′,2,2′-tetrakis(diphenylphosphino)-4,4′-di-tert-butylferrocene (403815-19-0) + C54H68B2Fe + C60H65BFeP2

Guidance literature:

iron(II) chloride; 1,2-bis(diphenylphosphanyl)-4-tert-butylcyclopentadienyl lithium; In tetrahydrofuran; at -50 ℃; for 1h; Inert atmosphere;

C₂₇H₃₄B^(1-)*Li⁽¹⁺⁾*C₄H₁₀O₂; In tetrahydrofuran; at -50 ℃; for 1h; Inert atmosphere;

In toluene; for 17h; Inert atmosphere; Reflux;

DOI:10.1039/c9dt01921a

upstream raw materials:

[(bis(5-methyl-2-furyl)phosphino)cyclopentadienyl]lithium

lithium diphenylphosphinocyclopentadienyl

Downstream raw materials:

[PdCl₂(1,1',2,2'-tetrakis(diphenylphosphino)-4,4'-di-tert-butylferrocene)]

catena[(μ3-iodo)(acetonitrile-N)copper(I)]

P,P',P''-[1,1',2,2'-tetrakis(diphenylphosphino)-4,4'-di-tert-butylferrocene]iodocopper(I)

P,P',P''-[1,1',2,3'-tetrakis(diphenylphosphino)-4,4'-di-tert-butylferrocene]iodocopper(I)

Refernces

• 1、 Beaupérin, Matthieu,Smaliy, Radomyr,Cattey, Hélène,Meunier, Philippe,Ou, Jun,Toy, Patrick H.,Hierso, Jean-Cyrille. "Functionalized tri- and tetraphosphine ligands as a general approach for controlled implantation of phosphorus donors with a high local density in immobilized molecular catalysts". . p. 119 - 129. Retrieved 2015/02/05.
• 2、 Beauperin, Matthieu,Fayad, Elie,Amardeil, Regine,Cattey, Helene,Richard, Philippe,Brandes, Stephane,Meunier, Philippe,Hierso, Jean-Cyrille. "First copper(I) ferrocenyltetraphosphine complexes: Possible involvement in Sonogashira cross-coupling reaction?". . p. 1506 - 1513. Retrieved 2009/02/01.