17523-33-0

Basic information

• Product Name: Nickel, dichlorobis(diethylphenylphosphine)-
• CAS NO: 17523-33-0
• Molecular Formula: C20H30Cl2NiP2
• Molecular Weight: 462.002
• Mol File: 17523-33-0.mol

Chemical Properties

• CAS DataBase Reference: Nickel, dichlorobis(diethylphenylphosphine)-(CAS DataBase Reference)
• NIST Chemistry Reference: Nickel, dichlorobis(diethylphenylphosphine)-(17523-33-0)
• EPA Substance Registry System: Nickel, dichlorobis(diethylphenylphosphine)-(17523-33-0)

Safety Data

• Hazardous Substances Data: 17523-33-0(Hazardous Substances Data)

Upstream product

• 1605-53-4 diethyl-phenyl-phosphine 
• 83864-14-6 nickel dichloride 

Downstream Products

• 86501-62-4 Ni(CO)2(C₁₀H₁₅P)2 
• 62945-89-5 (CO)3NiP(C₆H₅)(C₂H₅)2 
• 138458-78-3 {Ni₈Se₆(P(C₂H₅)2(C₆H₅))6} 
• 138628-92-9 {Ni₂₁Se₁₄(P(C₂H₅)2C₆H₅)12}*C₄H₈O 
• 90738-99-1 trichlorobis(phenyldiethylphosphine)nickel(III) 
• 70445-51-1 Ni(OP(C₆H₅)(C₂H₅)2)2Cl₂ 

Relevant articles and documents

Small Phosphine Ligands Enable Selective Oxidative Addition of Ar-O over Ar-Cl Bonds at Nickel(0)

Current methods for Suzuki-Miyaura couplings of nontriflate phenol derivatives are limited by their intolerance of halides including aryl chlorides. This is because Ni(0) and Pd(0) often undergo oxidative addition of organohalides at a similar or faster rate than most Ar-O bonds. DFT and stoichiometric oxidative addition studies demonstrate that small phosphines, in particular PMe3, are unique in promoting preferential reaction of Ni(0) with aryl tosylates and other C-O bonds in the presence of aryl chlorides. This selectivity was exploited in the first Ni-catalyzed C-O-selective Suzuki-Miyaura coupling of chlorinated phenol derivatives where the oxygen-containing leaving group is not a fluorinated sulfonate such as triflate. Computational studies suggest that the origin of divergent selectivity between PMe3 and other phosphines differs from prior examples of ligand-controlled chemodivergent cross-couplings. PMe3 effects selective reaction at tosylate due to both electronic and steric factors. A close interaction between nickel and a sulfonyl oxygen of tosylate during oxidative addition is critical to the observed selectivity.

Homogeneous Isomerization of 1-Butene Catalyzed by -NaBH4 Systems (M=Co, Ni, X=Halides, SCN, PR3=PPhnEt3-n) - Acceleration by Phosphine Addition and Stereoselectivity

The stoichiometric or a little excess amount of NaBH4 was treated with (M=Co, Ni, X=halides, SCN, PR3=PPhnEt3-n) in THF-1,2-dimethoxyethane to form monohydride species which were active for isomerization of 1-butene.The reaction was accelerated by excess PPh3 in -NaBH4 systems.Other catalytic systems have optimum ratios of excess phosphine to metal for getting maximum activities.Thiocyanate-metal complexes are the most active in each Co- and Ni-catalyst system.Cis-selectivity depends on the cone angle of PR3, the size of anion ligands, and the congested structure of the complexes.