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Quasi-isomeric gallium amides and imides GaNR2 and RGaNR (R = organic group): Reactions of the digallene, Ar′GaGaAr′ (Ar′ = C6H3-2,6-(C6H3-2,6-Pr i2)2) with unsaturated nitrogen compounds
Wright, Robert J.,Brynda, Marcin,Fettinger, James C.,Betzer, Audra R.,Power, Philip P.
, p. 12498 - 12509 (2007/10/03)
Reactions of the digallene Ar′GaGaAr′(1) (Ar′ = C6H3-2,6-(C6H3-2,6-Pr i2)2), which dissociates to green :GaAr′ monomers in solution, with unsaturated N-N-bonded molecules are described. Treatment of solutions of :GaAr′ with the bulky azide N3Ar# (Ar# = C6H3-2,6-(C6H2-2,6-Me 2-4-But)2), afforded the red imide Ar′GaNAr# (2). Addition of the azobenzenes, ArylNNAryl (Aryl = C 6H4-4-Me (p-tolyl), mesityl, and C6H 3-2,6-Et2) yielded the 1,2-Ga2N2 ring compound Ar′GaN(p-tolyl)N(p-tolyl)GaAr′ (3) or the products MesN=NC6H2-2,4-Me2-6-Ga(Me)Ar′ (4) and 2,6-Et2C6H3N=NC6H 3-2-Et-6-Ga(Et)Ar′ (5). Reaction of GaAr′ with N 2CPh2 yielded the 1,3-Ga2N2 ring compound Ar′Ga(μ:η1-N2CPh2) 2GaAr′ (6), which is quasi-isomeric to 3. Calculations on simple model isomers showed that the Ga(I) amide GaNR2 (R = Me) is much more stable than the isomeric Ga(III) imide RGaNR. This led to the synthesis of the first stable monomeric Ga(I) amide, GaN(SiMe 3)Ar″ (8) (Ar″ = C6H3-2,6-(C 6H2-2,4,6-Me3)2 from the reaction of LiN(SiMe3)Ar″ (7) and Gal . Compound 8 is also the first one-coordinate gallium species to be characterized in the solid state. The reaction of 8 with N3Ar″ afforded the amido-imide derivative Ar″NGaN(SiMe3)Ar″ (9), a gallium nitrogen analogue of an allyl anion. All compounds were spectroscopically and structurally characterized. In addition, DFT calculations were performed on model compounds of the amide, imide, and cyclic 1,2- and 1,3-species to better understand their bonding. The pairs of compounds 2 and 8 as well as 3 and 6 are rare examples of quasi-isomeric heavier main group element compounds.
