SYNTHESIS AND AROMATIZATIONAL REARRANGEMENTS OF NEW IMINO-2,5-CYCLOHEXADIENYLIDENE HYDRAZONO-2,5-CYCLOHEXADIENYLIDENE, AND AZINO-2,5-CYCLOHEXADIENYLIDENE SYSTEMS AS LIGANDS FOR CASCADE TYPE METALLOCOMPLEXES
Va. Nikanorov et al., SYNTHESIS AND AROMATIZATIONAL REARRANGEMENTS OF NEW IMINO-2,5-CYCLOHEXADIENYLIDENE HYDRAZONO-2,5-CYCLOHEXADIENYLIDENE, AND AZINO-2,5-CYCLOHEXADIENYLIDENE SYSTEMS AS LIGANDS FOR CASCADE TYPE METALLOCOMPLEXES, Russian chemical bulletin, 46(2), 1997, pp. 350-354
Three approaches to the synthesis of N-substituted imino-, hydrazono-,
and azino-2, 5-cyclohexadienylidene systems based on reactions of 4-m
ethyl-4-trichloromethylcyclohexa-2,5-dienone with aminophenols and hyd
razones and condensation of hydrazones of para-semiquinoid ketones wit
h carbonyl compounds, including that of the ferrocene series, were rea
lized. 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 Rh-I compl
exes as an example, it was shown that the heteroorganic ligands obtain
ed can be used far the synthesis of mixed-ligand metallocomplexes with
triple coordination of the metal atom including simultaneous metal-li
gand interactions of the n-, pi-, and sigma-types.