Bis(allyl)nickel is an organonickel compound with the formula Ni(η³-C₃H₅)₂. The molecule consists of two

allyl ligand Transition-metal allyl complexes are coordination complexes with allyl and its derivatives as ligands. Allyl is the radical with the connectivity CH2CHCH2, although as a ligand it is usually viewed as an allyl anion CH2=CH−CH2−, which is usual ...

s bound to nickel(II). It has inversion symmetry. It is a volatile yellow liquid at room temperature.

Preparation and reactions

It can be prepared by the reaction of allyl magnesium bromide with anhydrous

nickel chloride Nickel(II) chloride (or just nickel chloride) is the chemical compound NiCl2. The anhydrous salt is yellow, but the more familiar hydrate NiCl2·6H2O is green. Nickel(II) chloride, in various forms, is the most important source of nickel for chemi ...

. It was first prepared similarly by Gunther Wilke et al. The same group reported that the complex react with

carbon monoxide Carbon monoxide (chemical formula CO) is a poisonous, flammable gas that is colorless, odorless, tasteless, and slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the si ...

to give

nickel tetracarbonyl Nickel carbonyl (IUPAC name: tetracarbonylnickel) is a nickel(0) organometallic compound with the formula Ni(CO)4. This colorless liquid is the principal carbonyl of nickel. It is an intermediate in the Mond process for producing very high-puri ...

and

1,5-hexadiene 1,5-Hexadiene is the organic compound with the formula (CH)(CH=CH). It is a colorless, volatile liquid. It is used as a crosslinking agent and precursor to a variety of other compounds. Synthesis 1,5-Hexadiene is produced commercially by the eth ...

. It catalyzes the trimerization of

butadiene 1,3-Butadiene () is the organic compound with the formula CH2=CH-CH=CH2. It is a colorless gas that is easily condensed to a liquid. It is important industrially as a precursor to synthetic rubber. The molecule can be viewed as the union of two ...

. With tertiary phosphines, the complex gives the tetrakis derivative. Such reactions to proceed via the intermediacy of the 18-electron adduct. : : :

References

{{Reflist Organometallic chemistry Transition metals Allyl complexes Coordination chemistry