Organoaluminum derived from Schiff bases: Synthesis, characterization and catalytic performance in hydroboration

In the process of the development of green chemistry, non-noble metal catalysts have become one of the research hotspots. The abundant aluminum has entered the research scope of chemists. Four organoaluminum derived from halogen-substituted Schiff bases were prepared: (2-(((2,6-difluorophenyl)imino)methyl)phenoxy)dime-thylaluminum (C1), (2-(((3-chloro-4-fluorophenyl)imino)methyl)phenoxy)dimethylaluminum (C2), (2-(((2-chlorophenyl)imino)methyl)phenoxy)diethylaluminum (C3), (2-(((4-chlorophenyl)imino)methyl)phenoxy) diethylaluminum (C4). All organoaluminum compounds were characterized using 1H NMR, 13C NMR, 19F NMR spectroscopy, and X-ray single crystal diffraction. XRD proved that the aluminum centers of these organo-aluminum compounds are all twisted six-membered ring structures. They were used for the hydroboration of aldehydes and ketones, showing excellent results. This provided an additional catalyst for the reduction of carbonyl compounds.

Automated summary

Organic aluminum compounds derived from halogen-substituted Schiff bases have emerged as a research hotspot in the development of green chemistry. These compounds, characterized by twisted six-membered ring structures, show excellent catalytic performance in the hydroboration of aldehydes and ketones.