54806-25-6

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

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

Downstream Products

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

Relevant academic research and scientific papers

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.

On the feasibility of nickel-catalyzed trifluoromethylation of aryl halides

A computational screening of 42 bidentate phosphines (PP) has yielded promising candidates for Ph-CF3 reductive elimination from Ni(II) complexes of the type [(PP)Ni(Ph)(CF3)]. The computed barriers and synthetic accessibility consid

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.

PROCESS FOR PREPARING 2-AMINO-5-CYANOBENZOIC ACID DERIVATIVES

Disclosed is a method for preparing a compound of Formula 1 comprising (1) contacting a compound of Formula 2, with (2) at least one alkali metal cyanide and (3) at least one compound of Formula (4); wherein R1 is NHR3 or OR4; R2 is CH3 or Cl; R3 is H, C1-C4 alkyl, cyclopropyl, cyclopropylcyclopropyl, cyclopropylmethyl or methylcyclopropyl; R4 is H or C1-C4 alkyl; and X is Br, Cl or I. Also disclosed is a method for preparing a compound of Formula (4 )comprising contacting a mixture of (i) at least one compound of Formula (9 )and (ii) at least one metal reducing agent with (iii) dichlorobis(triphenylphosphine)nickel, and further disclosed is a method for removing nickel impurities from a mixture thereof with compounds of Formula (1 )comprising contacting the mixture with oxygen in the presence of an aqueous cyanide solution, and additionally disclosed is a method for preparing a compound of Formula (5); wherein R5, R6, R7 and Z are as defined in the disclosure, using a compound of Formula (1,) characterized by preparing the compound of Formula (1) by the method disclosed above.