163976-20-3

Basic information

• Product Name: (η(2),η(2)-3,6-dimethylene-1,7-butadiene)NiPiPr3
• Synonyms: (η(2),η(2)-3,6-dimethylene-1,7-butadiene)NiPiPr3
• CAS NO: 163976-20-3
• Molecular Weight: 353.151
• Mol File: 163976-20-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (η(2),η(2)-3,6-dimethylene-1,7-butadiene)NiPiPr3(CAS DataBase Reference)
• NIST Chemistry Reference: (η(2),η(2)-3,6-dimethylene-1,7-butadiene)NiPiPr3(163976-20-3)
• EPA Substance Registry System: (η(2),η(2)-3,6-dimethylene-1,7-butadiene)NiPiPr3(163976-20-3)

Safety Data

• Hazardous Substances Data: 163976-20-3(Hazardous Substances Data)

Upstream product

• 1295-35-8 bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ 
• 3382-59-0 3,6-dimethylene-1,7-octadiene 
• 6476-36-4 tris(1-methylethyl)phosphine 

Relevant articles and documents

Interaction of acyclic tetraenes and trienes with transition metals: Organonickel compounds

The tetraene 3,6-dimethylene-1,7-octadiene (DMOD) reacts with zerovalent [NiPR3] species to give (η2,η2-DMOD)NiPR3 in which the methylene group of one 1,3-diene fragment and the vinyl group of the second interact with the metal atom. This unsymmetrical complexation of the tetraene has been confirmed by X-ray diffraction for the P(OC6H4-o-Ph)3-stabilized derivative (space group P21/c, a = 10.057(1) A?, b = 36.196(1) A?, c = 10.944(1) A?, α = γ = 90°, β = 105.76(1)°, Z = 4, R = 0.056, Rw = 0.071) and is the result of the preferred coordination of a 1,6-heptadiene chain to the metal atom. The NMR spectra indicate that the molecule is fluxional with a pairwise exchange of the methylene groups and of the vinyl groups. The structure of the product formed in the presence of the bidentate ligands Pri2P(CH2)nPPri 2 (n = 1, 2, 3) is dependent upon the length of the chain bridging the two P-atoms, and compounds have been isolated having the composition (η2,η2,η2,η 2-DMOD)Ni2(Pri2-PCH 2PPri2), (η4,η4-DMOD)[Ni(Pri2PC 2H4FPri2)]2, and (η2,η2-DMOD)[Ni(Pri2PC 3H6PPri2)]2. The molecular structure of the bis(diisopropylphosphino)ethane-containing compound has been established by X-ray diffraction (space group C2/c, a = 17.535 (2) A?, b = 24.152 (1) A?, c = 11.767(1) A?, α = γ = 90°, β = 120.65(1)°, Z = 4, R = 0.034, Rw = 0.035) and confirms that the two 1,3-diene fragments of the tetraene interact with [Ni(Pri2PC2H4PPri 2)] moieties. The trienes 3-methylene-1,6-heptadiene and 3-methylene-1,7-octadiene react with [NiPPri3] species to give (η2,η2-triene)NiPPri3 compounds in which a 1,6-heptadiene chain is complexed to the metal atom.