Three approaches to the synthesis of N-substituted imino-, hydrazono-, and azino-2,5-cyclohexadienylidene systems based on reactions of 4-methyl-4-trichloromethylcyclohexa-2,5-dienone with aminophenols and hydrazones and condensation of hydrazones of parasemiquinoid ketones with carbonyl compounds, including that of the ferrocene series, were realized. The latter reaction, when applied to 3,6-dibromophenanthrene-9,10-quinone, was accompanied by quantitative aromatizational molecular rearrangement with the elimination of the CCl3 group. Using Rh1 complexes as an example, it was shown that the heteroorganic ligands obtained can be used for the synthesis of mixed-ligand metallocomplexes with triple coordination of the metal atom including simultaneous metal-ligand interactions of the n-, π-, and σ-types.
- Aromatizational rearrangement, rhodium complexes
- Cyclohexadienones, schiff's condensations, imines, hydrazones, azines
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