15629-49-9

Basic information

• Product Name: bis(1,3-bis(diphenylphosphino)propane)nickel⁽⁰⁾
• Synonyms: bis(1,3-bis(diphenylphosphino)propane)nickel⁽⁰⁾
• CAS NO: 15629-49-9
• Molecular Weight: 883.592
• Mol File: 15629-49-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: bis(1,3-bis(diphenylphosphino)propane)nickel⁽⁰⁾(CAS DataBase Reference)
• NIST Chemistry Reference: bis(1,3-bis(diphenylphosphino)propane)nickel⁽⁰⁾(15629-49-9)
• EPA Substance Registry System: bis(1,3-bis(diphenylphosphino)propane)nickel⁽⁰⁾(15629-49-9)

Safety Data

• Hazardous Substances Data: 15629-49-9(Hazardous Substances Data)

Upstream product

• 7440-02-0 nickel 
• 55659-61-5 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 
• 124-41-4 sodium methylate 
• 75194-29-5 [(1,3-bis(diphenylphosphino)propane)Ni(CH₃)2] 
• 6737-42-4 1,3-bis-(diphenylphosphino)propane 
• 1295-35-8 bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ 
• 80363-59-3 1,5-dibenzyl-3,7-diphenyl-1,5-diaza-3,7-diphosphacyclooctane 
• 5259-72-3 cyclo-octa-1,5-diene 
• 1295-35-8 bis(1,5-cyclooctadiene)nickel⁽⁰⁾ 
• 74-85-1 ethene 
• 124-38-9 carbon dioxide 
• 244187-81-3 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene 
• 1161924-37-3 (3-diphenylphosphanyl)-2-thionaphthol 
• 1161924-31-7 hydrido(2-diphenylphosphanyl)-2-thiophenolato[P,S]-1,3-bis[(diphenylphosphanyl)-propane]nickel 

Downstream Products

• 15629-93-3 [1,3-bis(diphenylphosphino)propane]nickel(II) bromide 
• 5632-29-1 quaterthiophene 
• 1531630-56-4 C₃₅H₃₁BrNiP₂S₂ 
• 1198170-61-4 C₃₃H₃₁BrNiP₂ 
• 32475-59-5 CONi(P(C₆H₅)2(CH₂)3P(C₆H₅)2)2 

Relevant articles and documents

Monomeric three-coordinate N-heterocyclic carbene nickel(I) complexes: Synthesis, structures, and catalytic applications in cross-coupling reactions

A series of three-coordinate monovalent nickel halide complexes bearing N-heterocyclic carbene (NHC) ligands, i.e., NiCl(IPr)(L) [L = pyridine, P(OPh)3, bis(diphenylphosphino)butane (dppb), IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], NiX(IMes)(PPh3) (X = Cl and Br, IMes = 1,3-bis(mesityl)imidazol-2-ylidene), were prepared. The complexes were identified using NMR spectroscopy, superconducting quantum interference device (SQUID), and X-ray crystallography. Additionally, ESR spectra of NiCl(IPr)(pyridine) were taken in toluene. These complexes had three-coordinate Y-shaped geometries in both the solid and solution states. The compounds containing IPr showed equilibrium between the monomeric and dimeric forms, with liberation of ligands. Addition of 1,2-bis(diphenylphosphino)ethane and 1,3-bis(diphenylphosphino)propane to the dinickel(I) IPr complex instead of dppb resulted in heterolytic cleavage to nickel(0) and nickel(II) species. Catalysis of Suzuki cross-coupling and Buchwald-Hartwig amination of aryl bromide using the complexes was investigated. The efficiencies in the amination of aryl bromide depended strongly on the additional donor ligands.

Controlled radical polymerization, and catalysts useful therein

A catalyst is prepared in situ by reaction between an aryl halide and a Ni(0) complex. The catalyst may be used to promote chain-growth polymerization of halogen-substituted Mg or Zn monomers by a controlled radical mechanism. Polymers, co-polymers, block copolymers, polymer thin films, and surface-confined polymer brushes may be produced using the catalyst.

Stoichiometric and catalytic reactions of thermally stable nickel(0) NHC complexes

Although there are many organic reactions that are catalyzed by either Ni0 or Pd0 complexes, in comparison with the case for Pd0 there has been significantly less work studying coordinatively unsaturated Ni0 complexes. Here, we develop a simple synthetic route for preparing a number of thermally stable NHC-supported Ni0 hexadiene complexes in good yield. We examine the stoichiometric reactivity of one of these species and demonstrate that the coordinated hexadiene moiety is labile and can be replaced with a variety of different ligands, including CO, phosphines, isonitriles, and olefins. In addition, we show that the Ni 0 hexadiene complexes are relatively rare examples of homogeneous first-row transition-metal catalysts for the hydrogenation of olefins.