Organoaluminum conductivity

Depending upon the nature of the hydroaluminating agent (R2AIH, MAIR3H or LAH), the organoaluminum product will have one to four new carbon-aluminum bonds at which cleavage or insertion reactions can be conducted. Two such reactions are protodealumination (equation 13) and carbonation (equation 14). ... 

Because organoaluminum compounds react readily with all types of Brpnsted acids and with atmospheric oxygen or peroxides, hydroalumination reactions must be conducted anhydrous in an atmosphere of pure nitrogen, and in deoxygenated solvents. Detailed experimental directions for the manipulation and transfer of aluminum alkyls and hydrides are available. °... 

The Nozaki protocol, - which is an organoaluminum-ate mediated 1,4-addition followed by a 1,2-addition of the resulting enolate, may be considered a 1-acylethenyl anion equivalent, which does fall within the scope of this review. This process may be conducted in either an intramolecular sense or an intermolecular sense. In general, the protocol is compatible with a wide array of functionality however, the intermolecular process requires an aldehyde, whereas the intramolecular case may be terminated by either an aldehyde or a ketone. 

DUsobutylaluminum hydride, (CH3)2CHCH2AlCH,CH(CHa)j. Mol. wt. 142.21, b.p, 140°/4 mm. Supplier (i lb. unit in pressure cylinder) Texas Alkyls Inc. (Techn, Bull. Pi 640,928, 1964). Being a liquid, the reagent is dissolved more easily than lithium aluminum hydride. Suitable solvents are ether, benzene, toluene, and cyclohexane. Tetrahydrofurane forms a complex with the hydride and is not suitable. Since the reagent is pyrophoric in concentrated form, all operations with this and other organoaluminum compounds must be conducted in an oxygen-free atmosphere. ... 

Other than listed above, the asymmetric conjugate addition to a,(3-unsaturated carbonyl compounds has been also conducted by using organoaluminum species. In 1999, Jacobsen et al. described the highly enantioselective conjugate addition of hydrazoic acid (HN3) to a,(3-unsaturated imides catalyzed chiral salen-organoaluminum complex 59 (Scheme 42) [75]. 

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