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An organoaluminium compound is an organometallic compound with a carbon to aluminium bond.
Additional recommended knowledge
Organoaluminium compounds, little known until the 1950s, have become widely accepted and increasingly important in the field of industry and in the laboratory, particularly after the work of Karl Ziegler and colleagues, who discovered the direct synthesis of trialkylaluminiums and their application to olefin polymerization. A comprehensive review of organoaluminium chemistry appeared in 1972, covering a variety of literature up to late 1971. Other important review articles have been published since then.
Generally Al prefers to have >3 coordination due to electron deficiency unless R groups are very bulky, e.g. Al(Mes)3 (Mes = 2,4,6-Me3C6H2 or mesityl). The chemistry of organoaluminium compounds can be understood in terms of the dynamic nature of the C−Al bond and the high Lewis acidity of the monomeric species.
A good example of the dynamic nature of the C−Al bond is the dimer, Al2Me6.
Al−C−Al bridging persists in non-donor solvents with fast Al-Me exchange which can be confirmed by proton NMR. At −25°C the 1H NMR of Me6Al2 comprises two signals in 1:2 ratio, as expected from the solid state structure. At 20°C, only one signal is observed because exchange of terminal and bridging methyls is too fast to be resolved by NMR. The high Lewis acidity of the monomeric species is directly related to the pronounced tendency of the aluminium atom to build up an octet of electrons.
Laboratory Preparation of organoaluminium
R3Al can be prepared by either metathesis or transmetalation in the laboratory.
Reactions of organoaluminium compounds
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Organoaluminium". A list of authors is available in Wikipedia.|