14264-16-5 Usage
Description
Bis(triphenylphosphine)nickel(II)chloride, also known as Dichlorobis(triphenylphosphine)nickel(II), is a coordination compound with the chemical formula [NiCl2(PPh3)2]. It is characterized by its dark green to dark grey crystalline or powdery appearance. Bis(triphenylphosphine)nickel(II)chloride is a versatile catalyst in various chemical reactions and is widely used in the field of organic synthesis.
Uses
Used in Coordination Chemistry:
Bis(triphenylphosphine)nickel(II)chloride is used as a ligand in coordination chemistry for the formation of metal complexes. Its ability to form stable complexes with various metal ions makes it a valuable compound in the study and development of new coordination compounds.
Used in the Suzuki Reaction:
In the field of organic synthesis, Bis(triphenylphosphine)nickel(II)chloride is used as a catalyst in the Suzuki reaction. This reaction is a widely employed method for the formation of carbon-carbon bonds, particularly in the synthesis of biaryl compounds, which are important structural elements in many pharmaceuticals, agrochemicals, and materials.
Used in Cross-Coupling of Grignard Reagents:
Bis(triphenylphosphine)nickel(II)chloride is also used as a catalyst for the cross-coupling of Grignard reagents. This reaction is a powerful tool for the formation of carbon-carbon bonds and is particularly useful in the synthesis of complex organic molecules.
Used in Hydrosilylations:
Bis(triphenylphosphine)nickel(II)chloride is utilized as a catalyst in hydrosilylation reactions, which involve the addition of a silicon-hydrogen bond to an unsaturated carbon-carbon bond. Hydrosilylations are important in the synthesis of organosilicon compounds and the modification of polymers.
Used in Hydrogenation:
Bis(triphenylphosphine)nickel(II)chloride is used as a catalyst in hydrogenation reactions, where it facilitates the reduction of various functional groups, such as carbon-carbon double bonds, carbon-oxygen double bonds, and aromatic rings. Hydrogenation is a crucial process in the production of various chemicals, pharmaceuticals, and fine chemicals.
Used in Polymerization:
Bis(triphenylphosphine)nickel(II)chloride is also employed as a catalyst in polymerization reactions, where it helps in the formation of high molecular weight polymers from monomers. Polymerization is a fundamental process in the plastics, rubber, and fibers industries, and Bis(triphenylphosphine)nickel(II)chloride plays a significant role in controlling the polymerization process and the properties of the resulting polymers.
Reaction
Catalyst for hydrosilylation of styrene with diphenysilane
Catalyst for carboxylation of various aryl chlorides and other derivatives
Catalyst for C–P cross-coupling reactions of diphenylphosphine oxide with aryl chloride
Catalyst for N?Heterocyclic carbene-assisted cross-coupling reactions of diarylborinic acids with aryl chlorides,tosylates, and sulfamates.
Catalyst for Negishi biaryl ketone synthesis by cross-coupling of amides with aryl zinc halides via carbon-nitrogen bond cleavage.
Purification Methods
Wash it with glacial AcOH and dry it in a vacuum over H2SO4 and KOH until AcOH is removed. [Venanzi J Chem Soc 719 1958, Kocienski et al. J Org Chem 54 1215 1989, Beilstein 16 IV 953.]
Check Digit Verification of cas no
The CAS Registry Mumber 14264-16-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,2,6 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14264-16:
(7*1)+(6*4)+(5*2)+(4*6)+(3*4)+(2*1)+(1*6)=85
85 % 10 = 5
So 14264-16-5 is a valid CAS Registry Number.
InChI:InChI=1/2C18H15P.2ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2
14264-16-5Relevant articles and documents
Corain, Benedetto,Longato, Bruno,Angeletti, Roberto,Valle, Giovanni
, p. 15 - 18 (1985)
On the feasibility of nickel-catalyzed trifluoromethylation of aryl halides
Jover, Jess,Miloserdov, Fedor M.,Benet-Buchholz, Jordi,Grushin, Vladimir V.,Maseras, Feliu
, p. 6531 - 6543 (2014)
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
Synthesis and biological evaluation of alanine derived bioactive P-toluenesulphonamide analogs
Amasiatu, Ifeanyi S.,Egbujor, Melford C.,Egu, Samuel A.,Egwuatu, Pius I.,Eze, Florence U.,Okoro, Uchechukwu C.
, p. 6449 - 6458 (2020/10/27)
Sulphonamides and carboxamides have great pharmacological importance. The purpose of the study was to synthesize alanine-derived bioactive sulphonamides bearing carboxamides and evaluate their biological activi-ties. The reaction of p-toluenesulphonyl chloride with L-alanine afforded compound 1, which was acetylated to obtain compound 2. The chlorina-tion and ammonolysis of compound 2 gave the carboxamide backbone (3) which was coupled with aryl/heteroaryl halides to afford the hybrid compounds 4, 5 and 6. Structures were confirmed by FTIR,1 H-NMR,13 C-NMR spectra and elemental analytical data. The in vitro antimicrobial properties were determined by agar dilution, and the antioxidant properties were also investigated. Molecular docking interactions of the analogues were determined using PyRx. Compounds 4, 5 and 6 exhibited excellent in vitro antimi-crobial properties in the range of 0.5-1.0mg/ml while compounds 1and 2 had half-maximal inhibitory concentration (IC50) of 1.11±0.15μg/ml and 1.12±0.13μg/ml respectively. For the molecular docking studies, compounds 5 and 6 displayed the best antitrypanosomal activity with binding affinities of-13.95 and-13.51kcal/mol respectively while compound 4 showed the highest in silico antimalarial activity having binding affinity of-11.95kcal/mol. All the alanine derived sulphonamides were observed to be potential antimicrobial, antioxidant, antitrypanosomal and antimalarial agents following the biological activities studies.
A synthesis method according to sets up qu tan hydrobromide
-
Paragraph 0053-0054, (2017/10/22)
The invention discloses a synthesis method of eletriptan hydrobromate, which comprises the following steps: reacting (R)-1-acetyl-3-(N-methylpyrrolidinyl-2-methy)-5-bromo-1H-indole and metal in an organic solvent to form a metal complex, reacting the metal complex with a boron reagent in an organic solvent to form aryl borane or aryl borate, carrying out acid-catalyzed hydrolysis to obtain aryl boric acid, and carrying out coupling and hydrolysis on the aryl boric acid and 2-chloroethylphenyl sulfone under the actions of a catalyst and an alkali to obtain eletriptan, or directly carrying out coupling and hydrolysis on the metal complex and 2-chloroethylphenyl sulfone to obtain eletriptan; and carrying out salification on the eletriptan and hydrobromic acid in an organic solvent to finally obtain the eletriptan hydrobromate. The method is simple to operate, has the advantages of high safety, high stability, low cost and higher yield, and is suitable for industrial production.
