Group 13 chemistry of sterically hindered amines. Synthesis and molecular structure of [Me2M-Ada]2 (M  Al, Ga; Ada  1-aminoadamantane) and [(i-Bu)Al-iminodibenzyl]2

Add time:09/27/2019    Source:sciencedirect.com

Reaction of Me3M (M  Al, Ga) with 1-aminoadamantane, Ada, in toluene affords crystalline complexes of the type [Me2M-Ada]2. The gallium compound, I, isomorphous with the aluminum compound, II, crystallizes in the triclinic space group P1 with unit cell parameters a=6.728(1), b=9.957(2), c=10.341(2) Å, α=74.30(1), β=73.94(1), γ=72.19(1)°, V=620.6(2) Å3 and Dcalc=1.34 g cm−3 for Z=1. Least-squares refinement based on 1794 observed reflections (I>3σ(I)) converged at R=0.059, Rw=0.080. I resides about a crystallographic center of symmetry and contains a planar Ga2N2 four-membered ring. The Ga2N2 ring has a mean GaN bond distance of 2.030(9) Å. The mean GaC bond distance in the dimethylgallium unit is 1.974(9) Å. The crystalline product [(i-Bu)Al-iminodibenzyl]2 (III), isolated from reaction of diisobutylaluminum hydride with iminodibenzyl, (C14H12)NH, in toluene, crystallizes in the triclinic space group P1 with unit cell parameters a=10.767(2), b=12.264(3), c=13.230(4) Å, α=75.57(2), β=74.14(2), γ=73.58(2)°, V=1583.7(7) Å3 and Dcalc=1.16 g cm−3 for Z=2. Least-squares refinement based on 2216 observed reflections (I>3σ(I)) converged at R=0.093, Rw=0.118. Compound III results from a unique condensation reaction in which ortho-metallation of one of the aromatic rings of iminodibenzyl was observed. Compound III has a mean AlN bond distance of 2.036(7) Å. The mean AlCisobutyl bond distance of 1.98(3) Å is comparable to 1.954(8) Å for the AlCaromatic fragment.

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