Chemistry:Bis(allyl)nickel
From HandWiki
2.svg)
| |||
| |||
| Names | |||
|---|---|---|---|
| IUPAC name
Bis(π‐allyl)nickel(II)
| |||
| Other names
diallylnickel
| |||
| Identifiers | |||
3D model (JSmol)
|
|||
| ChemSpider | |||
PubChem CID
|
|||
| |||
| |||
| Properties | |||
| C6H10Ni | |||
| Molar mass | 140.839 g·mol−1 | ||
| Appearance | yellow liquid | ||
| Density | 1.537 g/cm3 | ||
| Melting point | 0 °C (32 °F; 273 K) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
| Infobox references | |||
nickel(II)-3D-vdW.png)
nickel(II)-3D-balls.png)
Bis(allyl)nickel is an organonickel compound with the formula Ni(η3-C3H5)2. The molecule consists of two allyl ligands bound to nickel(II). It has inversion symmetry.[1] 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.[2] It was first prepared similarly by Gunther Wilke et al. The same group reported that the complex react with carbon monoxide to give nickel tetracarbonyl and 1,5-hexadiene. It catalyzes the trimerization of butadiene.[3] With tertiary phosphines, the complex gives the tetrakis derivative. Such reactions to proceed via the intermediacy of the 18-electron adduct.[4]
- Ni(C
3H
5)
2 + PR
3 → Ni(C
3H
5)
2(PR
3) - Ni(C
3H
5)
2PR
3 → Ni(CH
2=CHCH
2CH
2CH=CH
2)(PR
3) - Ni(CH
2=CHCH
2CH
2CH=CH
2)(PR
3) + 3 PR
3 → Ni(PR
3)
4 + CH
2=CHCH
2CH
2CH=CH
2
References
- ↑ Goddard, R.; Krueger, C.; Mark, F.; Stansfield, R.; Zhang, X. (1985). "Effect upon the Hydrogen Atoms of Bonding an Allyl Group to a Transition Metal. A Theoretical Investigation and an Experimental Determination using Neutron Diffraction of the Structure of Bis(η3-allyl)nickel". Organometallics 4 (2): 285–290. doi:10.1021/om00121a014.
- ↑ O'Brien, S.; Fishwick, M.; McDermott, B.; Wallbridge, M. G. H.; Wright, G. A. (1972). "Isoleptic Allyl Derivatives of Various Metals". Inorganic Syntheses. Inorganic Syntheses. 13. pp. 73–79. doi:10.1002/9780470132449.ch14. ISBN 9780470132449.
- ↑ Wilke, G.; Bogdanovič, B. (1961). "Bis-π-allyl-nickel". Angewandte Chemie 73 (23): 756. doi:10.1002/ange.19610732306. Bibcode: 1961AngCh..73..756W.
- ↑ Henc, B.; Jolly, P.W.; Salz, R.; Stobbe, S.; Wilke, G.; Benn, R.; Mynott, R.; Seevogel, K. et al. (1980). "Transition metal allyls". Journal of Organometallic Chemistry 191 (2): 449–475. doi:10.1016/S0022-328X(00)81073-6.
 |  |
