20692-28-8Relevant academic research and scientific papers
Reactions of amides with organoaluminum compounds: Factors affecting the coordination mode of aluminum amidates
Huang, Bor-Hunn,Yu, Te-Liang,Huang, Yi-Lun,Ko, Bao-Tsan,Lin, Chu-Chieh
, p. 2987 - 2994 (2008/10/08)
Factors affecting the coordination mode of an amidato group on aluminum will be presented. The reaction of N-tert-butylalkylacetamide (tBuNHCR(=O)) with 1.1 molar equiv of Me3Al in refluxing hexane affords a pentacoordinated, dimeric compound {Me2Al[η2-tBuNC(R) (μ2-O)]}2 (3, R = p-tBu-C6H4; 4, R = 2,6-F,F-C6H3; 5, R = Me; 6, R = CF3; 7, R = p-F3C-C6H4). However, in the presence of 2.2 molar equiv of Me3Al, N-tert-butyl-4-tert-butylbenzamide (tBuNHC(p-tBu-C6H4)(=O)) in refluxing hexane gives {Me2Al[η2-tBuNC(p-t Bu-C6H4)(μ2-O)]AlMe3}, 8. In contrast, the reaction of R′NHCR″(=O) with 1 molar equiv of R3Al at room temperature produces tetracoordinated, dimeric, eight-membered ring aluminum compounds {R2Al[μ,η2-R′NC(R″)O]}2 (9, R = Me, R′ = 2,6-iPr, iPr-C6H3, R″ = Ph; 10, R = Me, R′ = iBu, R″ = Ph; 11, R = Et, R′ = Bn, R″ = Ph; 12, R = Me, R′ = Ph, R″ = CF3; 13, R = Me, R′ = Bn, R″ = CF3). On the other hand, 4′-chlorobenzanilide ((p-Cl-C6H4)-NHCPh(=O)) reacts with R3Al to produce trimeric, twelve-membered ring aluminum compounds {R2Al[μ,η2-(p-Cl-C6H4) NC(Ph)O]}3 (14, R = Me; 15, R = Et). Furthermore, the reaction of 2′-methoxybenzanilide with 1 molar equiv of Me3Al in hexane yields a dinuclear aluminum complex [Me2Al(o-OMe-Ph)NC(Ph)(O)AlMe3], 16.
