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Updated: Mar 3, 2026

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Unusual Reactions of NacNacAl with Urea and Phosphine Oxides
Terry Chu1, Sergei F Vyboishchikov2, Bulat M Gabidullin3
1Department of Chemistry, Brock University , 1812 Sir Isaac Brock Way, St. Catharines, Ontario L2S 3A1, Canada.
Abstract:
The reaction of cyclic urea 1,3-dimethyl-2-imidazolidinone with the aluminum(I) compound NacNacAl (1) gives an unexpected adduct of urea with the isomerized aluminum(III) hydride NacNac'AlH(O═SIMe) (3). A related reaction of 1 with phosphine oxides results in cleavage of the P═O bond and formation of hydroxyl derivatives NacNac'Al(OH)(O═PR3) [R = Ph (5) and Et (6)]. Density functional theory calculations revealed that these reactions proceed via a bimolecular mechanism in which either the basic aluminum(I) center or the transient Al═O species deprotonate the methyl group of the NacNac ligand.
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