Bromopalladium(1+);5-oxo-3,4-dihydropyrrol-2-olate;triphenylphosphane

Base Information

• Chemical Name: Bromopalladium(1+);5-oxo-3,4-dihydropyrrol-2-olate;triphenylphosphane
• CAS No.: 251567-28-9
• Molecular Formula: C₄₀H₃₄BrNO₂P₂Pd
• Molecular Weight: 808.987
• DSSTox Substance ID: DTXSID70465667
• Mol file: 251567-28-9.mol

Synonyms:bromopalladium(1+);5-oxo-3,4-dihydropyrrol-2-olate;triphenylphosphane;DTXSID70465667;KYQYWUJRFOCJEW-UHFFFAOYSA-L;[Pd(NCOC2H4CO)(PPh3)2Br]

Chemical Property of Bromopalladium(1+);5-oxo-3,4-dihydropyrrol-2-olate;triphenylphosphane

Chemical Property:

• Melting Point: 223-228 °C (dec.)(lit.)
• PSA: 79.67000
• LogP: 3.46500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 807.02830
• Heavy Atom Count: 47
• Complexity: 317

Purity/Quality:

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

trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II) 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=O)N=C1[O-].C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.Br[Pd+]
• Uses: trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II) may be used in the following processes: As a catalyst for the preparation of 6-cyano-2-(3-fluoro-benzyl)-indole-1-carboxylic acid tert-butyl ester via Suzuki cross-coupling reaction between 1-boc-6-cyanoindole-2-boronic acid and 3-fluorobenzyl bromide. This method does not involve the use of strong bases or toxic reagents and also the use of this catalyst minimizes protodeboronation.As a precatalyst for the Suzuki-Miyaura cross-coupling reaction between alkenyl tosylates and alkenyl MIDA boronates in the absence of phosphine ligands. For less activated alkenyl tosylate, the addition of tricyclohexylphosphine tetrafluoroborate improves the reactivity.

Technology Process of Bromopalladium(1+);5-oxo-3,4-dihydropyrrol-2-olate;triphenylphosphane

There total 1 articles about Bromopalladium(1+);5-oxo-3,4-dihydropyrrol-2-olate;triphenylphosphane 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: 74.0%

tris(dibenzylideneacetone)dipalladium(0) chloroform complex (52522-40-4) + N-Bromosuccinimide (128-08-5) + triphenylphosphine (603-35-0) → bromobis(triphenylphosphine)(N-succinimide)palladiun(II) (1004522-36-4,251567-28-9)

Guidance literature:

In dichloromethane; (N2), Pd complex in CH2Cl2 added to PPh3 in CH2Cl2, stirred for 0.2 h, treated with ligand in CH2Cl2, stirred for 0.2 h; concd.(vac.), pptd.(petroleum ether), filtered, washed (hexane), recrystd., elem. anal.;

DOI:10.1039/b304960d

upstream raw materials:

tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex

N-Bromosuccinimide

triphenylphosphine

Refernces