TIP Revista Especializada en Ciencias Químico-Biológicas (Jan 2007)
ELECTROCHEMICAL STUDY OF CIS-DIFERROCENYLETHENE DERIVATES
Abstract
Ferrocene derivatives have been used in the synthesis of polymeric materials with thermal resistance and nonlinear optical properties, and in the field of supramolecular electrochemistry as redox switching receptors. For these reasons, during the past few years the electrochemical studies on ferrocenyl derivatives have been growing up. In order to characterize molecules with potential uses in the synthesis of polymeric materials and to understand its electrochemical functioning, this paper presents electrochemical studies on these chemicals: 1) cis-diferrocenylethenes derivates (Isopropyl cis-2,3-Diferrocenylacrylate; 2) cis-2,3-Diferrocenylacrylic Acid; 3) cis-2,3- Diferrocenylacrylohydrazide; 4) cis-2,3-Diferrocenylacrylic Acid Piperidide; 5) cis-3,4- Diferrocenyl-2-methylbut-3-en-ol, and 6) cis-1,1-Diphehyl-2,3-Diferrocenylprop-2-en-1-ol. All of the chemicals presented two oxidation processes (I-II), which were thought to be caused by the oxidation of the ferrocene groups, E1/2(I), E1/2(II), ¿E1/2 (II-I). The comproportionation constant Kcom was calculated. According to this value, it can be proposed that the molecules containing a carbonyl group (1-4) present larger electronic communication compared to molecules with a hydroxy group (5-6). Uv-vis espectra of all compounds in butironitrile solution were obtained. A correlation between Kcom and ¿ max was also observed.