(S(P))-cyclopentadienyl-methyl-phenylphosphine borane

Base Information

• Chemical Name: (S(P))-cyclopentadienyl-methyl-phenylphosphine borane
• CAS No.: 190851-52-6
• Molecular Formula: C₁₂H₁₆BP
• Molecular Weight: 202.044
• Mol file: 190851-52-6.mol

Synonyms:

Chemical Property of (S(P))-cyclopentadienyl-methyl-phenylphosphine borane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S(P))-cyclopentadienyl-methyl-phenylphosphine borane

There total 1 articles about (S(P))-cyclopentadienyl-methyl-phenylphosphine borane 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: 10.0%

(R)-(+)-(chloro)(methyl)phenylphosphine/borane complex + cyclopentadienyl sodium*1,2-dimethoxyethane → (R(P))-cyclopentadienyl-methyl-phenylphosphine borane (190851-51-5) + (S(P))-cyclopentadienyl-methyl-phenylphosphine borane (190851-52-6) + 1,2-bis-(methyl-phenylphosphino borane) cyclopentadiene (190851-56-0)

Guidance literature:

In toluene; Ar-atmosphere; addn. of B-compd. to large excess of NaCp at -78 °C, stirring for 1.5 h, warming to room temp., stirring for 12 h; filtration (Celite), washing (CH2Cl2), solvent removal, chromy. (SiO2, PhMe); isomer mixt. not sepd., detd. by NMR spectroscopy;

DOI:10.1016/S0022-328X(96)06690-9

Reference yield: 38.0%

(R(P))-cyclopentadienyl-methyl-phenylphosphine borane (190851-51-5) + (S(P))-cyclopentadienyl-methyl-phenylphosphine borane (190851-52-6) + iron(II) chloride → (S,S)-(-)-1,1'-bis-(methyl-phenylphosphino borane) ferrocene (190851-55-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; Ar-atmosphere; addn. of slight excess of BuLi to Fe-complex soln. at -78°C, stirring for 0.5 h, addn. of 0.5 equiv. FeCl2 soln., warming to room temp. over 4 h; hydrolysis, solvent removal (vac.), extn. of aq. layer into CH2Cl2, washing (H2O), drying (MgSO4), concn., flash chromy. (SiO2, PhMe/cyclohexane=2:3), recrystn. (cyclohexane/i-PrOH=4:1);

DOI:10.1016/S0022-328X(96)06690-9

Downstream raw materials:

(S,S)-(-)-1,1'-bis-(methyl-phenylphosphino borane) ferrocene