350670-38-1Relevant articles and documents
Reactions of amides with organoaluminium: A useful synthetic route to aluminium diketiminates
Huang,Huang,Ko,Lin
, p. 1359 - 1365 (2007/10/03)
The reaction of N-tert-butylbenzamide (tBuNHCOPh) with 1.1 molar equivalents of Me3Al in refluxing hexane afforded a five-coordinated dimeric compound [Me2Al{η2-tBuNC(Ph) (μ-O)}]2 1, whereas 2.2 molar equivalents yielded a monomeric compound [Me2Al{η2-tBuNCPh(μ-O)} AlMe3] 2. Reaction of PhCONHAr with 1 molar equivalent of Me3Al in toluene at 25°C, gave four-coordinated dimeric eight-membered ring compounds [Me2-Al{μ-η2-(p-XC6H4) NC(Ph)O}]2 (X = OMe 3 or 4). Benzanilide (PhNHCOPh) with 1.2 molar equivalents of Me3Al in refluxing toluene resulted in aluminium amidate 4 and a trace amount of an aluminium diketiminate, [Me2Al-{η2-PhNC(Ph)C(H)C(Ph)NPh}] 5. Furthermore, PhCONHC6H4X-p reacts with 2 molar equivalents of R3Al in refluxing toluene affording aluminium diketiminate compounds, [R2Al{η2-(p-XC6H4)NC(Ph) C(R′)C(Ph)-N(p-XC6H4)}] (R = Et, R′ = Me, X = H 6; R = Et, R′ = Me, X = Cl 7; R = Me, R′ = H, X = Cl 8; R = Me, R′ = H, X = Me 9; R = Et, R′ = Me, X = Me 10). Thus, this process offers a readily available synthetic route to the preparation of aluminium diketiminates which is otherwise difficult with aromatic substituents.