1,3-Bis(diphenylphosphino)propane nickel(II)chloride

Base Information

• Chemical Name: 1,3-Bis(diphenylphosphino)propane nickel(II)chloride
• CAS No.: 15629-92-2
• Molecular Formula: C27H26Cl2NiP2
• Molecular Weight: 542.04
• Hs Code.: 29319090
• Mol file: 15629-92-2.mol

Synonyms:1,3-Bis(diphenylphosphino)propane nickel(II)chloride;[1,3-Bis(diphenylphosphino)propane]nickel(II) chloride;1,3-Bis(diphenylphosphino)propanenickel(II)chloride;Dichloro[1,3-bis(diphenylphosphino)propane]nickel(II);[1,3-Bis(diphenylphosphino)propane]nickel(II) Dichloride;AMY38504;AKOS016001699;B1313

Chemical Property of 1,3-Bis(diphenylphosphino)propane nickel(II)chloride

Chemical Property:

• Appearance/Colour: red to red-brown powder or crystals
• Vapor Pressure: 9E-11mmHg at 25°C
• Melting Point: 213 °C (dec.)(lit.)
• Boiling Point: 529.7 °C at 760 mmHg
• Flash Point: 291.5 °C
• PSA: 27.18000
• LogP: 7.02130
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 540.024022
• Heavy Atom Count: 32
• Complexity: 350

Purity/Quality:

98%+ ^*data from raw suppliers

[1,3-Bis(diphenylphosphino)propane]nickel(II)Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 49-36/37/38-42/43-40
• Safety Statements: 53-26-36/37/39-45-24-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(CCCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4.[Cl-].[Cl-].[Ni+2]
• General Description: [1,3-Bis(diphenylphosphino)propane]nickel(II) chloride is a nickel(II) complex featuring a bidentate diphosphine ligand, 1,3-bis(diphenylphosphino)propane (dppp), which coordinates to the nickel center through its phosphorus atoms. This complex is commonly used in catalysis, particularly in cross-coupling reactions and hydrogenation processes, due to the electron-rich and sterically tunable nature of the dppp ligand. The chloride counterions provide stability while maintaining reactivity, making it a versatile precursor in organometallic chemistry and homogeneous catalysis. Its structural and electronic properties are often exploited to modulate catalytic activity and selectivity in various synthetic transformations.

Technology Process of 1,3-Bis(diphenylphosphino)propane nickel(II)chloride

There total 4 articles about 1,3-Bis(diphenylphosphino)propane nickel(II)chloride 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: 95.0%

nickel(II) chloride hexahydrate + 1,3-bis-(diphenylphosphino)propane (6737-42-4) → 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) (55659-61-5,15629-92-2,55659-60-4)

Guidance literature:

In methanol; isopropyl alcohol; at 60 ℃;

DOI:10.1080/00958972.2020.1837784

Reference yield:

1,3-bis-(diphenylphosphino)propane (6737-42-4) + nickel dichloride (83864-14-6) → 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) (55659-61-5,15629-92-2,55659-60-4)

Guidance literature:

In not given;

DOI:10.1021/ja0103492

Reference yield:

nickel(II) chloride hexahydrate → 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) (55659-61-5,15629-92-2,55659-60-4)

Guidance literature:

With DPPP; In ethanol; the warm soln. of Ni salt and ligand under inert gas; the soln. was filtered, ppt. was washed with heptane, ether, dried in vac.;

upstream raw materials:

1,3-bis-(diphenylphosphino)propane

nickel dichloride

Downstream raw materials:

2-Bromo-5-phenyl-thiophene

5,5′-diphenyl-2,2′-bithiophene

2,2'-Bithiophene

2-(4-fluorophenylmethyl)thiophene

Refernces

Cross-Coupling Reaction of Alkenyl Sulfoximines and Alkenyl Aminosulfoxonium Salts with Organozincs by Dual Nickel Catalysis and Lewis Acid Promotion

10.1002/chem.201901163

The study focuses on the cross-coupling reaction (CCR) of alkenyl sulfoximines and alkenyl aminosulfoxonium salts with organozincs, facilitated by dual nickel catalysis and Lewis acid promotion. The primary chemicals utilized in this research include exocyclic, axially chiral, and acyclic alkenyl (N-methyl)sulfoximines, alkyl- and arylzincs, and Ni(dppp)Cl2 as the precatalyst. MgBr2 was employed as a promoter, and the reactions generally proceeded in ether as the solvent, although THF was also tested. The purpose of these chemicals was to investigate the CCR's effectiveness in producing stereoretentive products, which are crucial for the stereoselective synthesis of exocyclic and axially chiral alkenes. These alkenes are significant in the synthesis of medicinally important prostacyclin analogs such as iloprost, cicaprost, and inter-m-phenylene carbacyclin. The study provides insights into the stereochemical course of the CCR and its application in the synthesis of complex organic molecules with potential pharmaceutical relevance.

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