Dichlorobis(triphenylphosphine)nickel(II)

• Catalog No.: 13930
• CAS Number: 14264-16-5
• M. F.: C36H30Cl2NiP2
• M. W.: 654.170322
• Purity: 98%

SYNONYMS

• Title: 双(三苯基膦)二氯化镍(II)
• IUPAC name: nickel(2+) ion bis(triphenylphosphane) dichloride
• IUPAC Traditional name: nickel(2+) ion bis(triphenylphosphine) dichloride
• Synonyms: Bis(triphenylphosphine)nickel(II) chloride; Bis(triphenylphosphine)dichloronickel(II)

DATABASE IDS

• CAS Number: 14264-16-5
• EC Number: 238-154-8
• MDL Number: MFCD00009592

PROPERTIES

• Purity: 98%
• Apperance: Powder
• Melting Point: ca 225°C dec.
• GHS Hazard statements: H301
• European Hazard Symbols: X
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Risk Statements: 22
• RTECS: QR6170000
• Safety Statements: 36
• Storage Warning: Hygroscopic
• TSCA Listed: 是

REFERENCES

• Catalyst for cross-coupling of organometallic reagents with aryl bromides: Tetrahedron Lett., 1389 (1977), and aryl tert-butyl sulfones: J. Chem. Soc., Perkin 1, 7 (1995), to give unsymmetrical biaryls. Symmetrical coupling of aryl halides can be effected in high yield with a Ni(0) catalyst generated in situ with Zn and triphenylphosphine in DMF, as a mild alternative to the Ullmann reaction: Tetrahedron Lett., 4089 (1977). For the analogous homocoupling of aryl mesylates, see: J. Org. Chem., 60, 176 (1995). The method has been extended to the formation aryl cyanides, providing an alternative to the classical CuCN route, and of diaryl sulfides: J. Org. Chem., 60, 6895 (1995):
  
• Catalyzes the coupling of Grignard reagents with allylic alcohols with displacement of the hydroxyl group: J. Chem. Soc., Chem. Commun., 1604 (1968). This alkene synthesis has been extended to enol ethers and methyl aryl ethers: J. Am. Chem. 101, 2246 (1979). The coupling of dithioacetals with Grignard reagents is also useful: Org. Synth. Coll., 9, 727 (1998), and refs therein.
• In the presence of Zn and pyridine, catalyzes the conjugate addition of alkyl bromides to ɑ?-unsaturated ketones, nitriles and esters: Russ. J. Gen. Chem., 65, 444 (1995).