An active research area is the use of the organometallic compound, ferrocene and its many analogues, for medicinal applications and stability. Some of its characteristics are neutrality, chemical stability, non-toxicity and ability to cross cell membranes giving a wide potential of biological activity. Many reports have demonstrated that some ferrocenyl derivatives are highly active against several diseases, including cancer. The design motif in ferrocene-based architectures plays the most important role to deliver the targeted property, those in which the ferrocene unit is appended with having unsaturated side-arms π-conjugated to the cyclopentadienyl ring, are of significant interest. As a result, they have gained prominence as new generation molecular materials, π-conjugated multi-metallic systems and as redox-switchable receptors. Previous studies reported that a mixture of products of the di-condensation, monocondensation and cyclization are obtained when 1,1'-diacetylferrocene is reacted under Claisen-Schmidt conditions. The focal point of this investigation is develop an efficient methodology to control the reaction products of condensation of the 1,1'-diacetylferrocene to favor the nonsymmetric ferrocene. Until now we have found that variation of temperature, solvent, stoichiometry and substitution of the benzene ring influence the ratio of the desire product.The synthetic methodology, characterization, and electrochemistry of these compounds will be elaborated.

Synthesis of nonsymmetric ferrocene derivatives from 1,1’-diacetylferrocene

249th National Meeting (2015)

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