54806-25-6

Basic information

• Product Name: TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL
• Synonyms: TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL;Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II);trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II)
• CAS NO: 54806-25-6
• Molecular Formula: C₄₆H₃₇ClNiP₂
• Molecular Weight: 747.91
• Mol File: 54806-25-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 187-191°C
• Appearance: /
• Storage Temp.: 20-25°C
• CAS DataBase Reference: TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL(54806-25-6)
• EPA Substance Registry System: TRANS-CHLORO(1-NAPHTHYL)BIS(TRIPHENYLPHOSPHINE)-NICKEL(54806-25-6)

Safety Data

• Hazard Codes: Xi,T
• Statements: 45-43-52
• Safety Statements: 53-36/37-45-60
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 54806-25-6(Hazardous Substances Data)

Usage

Uses

Nickel Catalyst for Carbon-Nitrogen Coupling

InChI:InChI=1/2C18H15P.C10H7.ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2-6-10-8-4-3-7-9(10)5-1;;/h2*1-15H;1-7H;1H;/q;;;;-1/p+1/rC46H39ClNiP2/c47-48(46-37-21-23-38-22-19-20-36-45(38)46,49(39-24-7-1-8-25-39,40-26-9-2-10-27-40)41-28-11-3-12-29-41)50(42-30-13-4-14-31-42,43-32-15-5-16-33-43)44-34-17-6-18-35-44/h1-37,49-50H

Upstream product

• 603-35-0 triphenylphosphine 
• 90-13-1 1-Chloronaphthalene 
• 1295-35-8 bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 14264-16-5 bis(triphenylphosphine)nickel(II) chloride 
• 91-58-7 2-chloronaphthalene 

Downstream Products

• 668985-82-8 [Ni(C₁₀H₇)P(C₆H₅)3(C₆H₄C₂N(Cl)(CHNC₆H₃(CH₃)2))] 
• 668985-84-0 [Ni(C₁₀H₇)P(C₆H₅)3(C₆H₄C₂N(Cl)(CHNC₆H₃(C₂H₅)2))] 
• 668985-81-7 [Ni(C₁₀H₇)P(C₆H₅)3(C₆H₄C₂N(Cl)(CHNC₆H₃(CH(CH₃)2)2))] 
• 668985-86-2 [Ni(C₁₀H₇)P(C₆H₅)3(C₆H₄C₂N(Cl)CHNC₆H₂F₃)] 
• 1026786-18-4 [Ni(triphenylphosphine)(1-naphthyl)(OC₆H₃(tert-butyl)CHNC₆H₃(isopropyl)2)] 
• 1026786-14-0 {2,7-di-[(2,6-diisopropylphenyl)imino]-1,8-naphthalenediolato}bis[(1-naphthyl)-(triphenylphosphine)Ni(II)] 
• 229467-26-9 4-naphthalene-1-ylbenzoic acid methyl ester 
• 91-20-3 naphthalene 

Relevant articles and documents

Nickel-Catalyzed Decarbonylative Cyanation of Acyl Chlorides

Ni-catalyzed decarbonylative cyanation of acyl chlorides with trimethylsilyl cyanide has been achieved. This transformation is applicable to the synthesis of an array of nitrile compounds bearing a wide range of functional groups under neutral conditions. The step-by-step experimental studies revealed that the reaction sequences of the present catalytic reaction are oxidative addition, transmetalation, decarbonylation, and reductive elimination.

Straightforward synthesis of substituted dibenzyl derivatives

The C-C bond formation by homogeneous catalysis is a powerful tool in organic synthesis. The replacement of noble metal by cheaper one for already reported methodologies is of interest for an economical purpose. The attractivity of such replacement is also enhanced if a first raw transition metal is found to be active in several processes. This work demonstrates that a common nickel complex can be used for a two-step cross-coupling procedure, namely a homocoupling reaction of benzyl derivatives and a subsequent Suzuki reaction. These consecutive reactions permit the synthesis of new polyfunctionalized dibenzyl compounds.