New Bromine-Containing Bis(arylimino)acenaphthenes and Related Metal Complexes

The condensation reactions of 5-bromoacenaphthenequinone with 2,6-diisopropylaniline and 4‑bromo-2,6-di-iso-propylaniline afford new mono- and tribromosubstituted bis(arylimino)acenaphthenes: 1,2-bis[(2,6-diisopropylphenyl)imino]-5-bromacenaphthene (Dpp-Br-Bian) (L1) and 1,2-bis[(4-bromo-2,6-diisopropylphenyl)imino]-5-bromacenaphthene (p-Br-Dpp-Br-Bian) (L2), respectively. Compounds L1 and L2 act as neutral ligands in the [(Dpp-Br-Bian)ZnCl2] (I), [(p-Br-Dpp-Br-Bian)AlCl3] (III), and [(p-Br-Dpp-Br-Bian)GaCl3] (IV) complexes synthesized by the reactions of free diimines with the corresponding metal chlorides. The reaction of the known dibromosubstituted derivative 1,2-bis[(4-bromo-2,6-di-iso-propylphenyl)iminoacenaphthene (p-Br-Dpp-Bian) (L3) with copper(I) chloride also affords complex [(p-Br-Dpp-Bian)CuCl] (II) with the neutral diimine ligand. New compounds L1, L2, and I–IV are characterized by NMR, IR spectroscopy, and elemental analysis. The molecular structure of complex I is determined by X-ray structure analysis.