Electrochemistry and liquid crystal properties of mono-substituted 1,2,3-triazolylferrocene derivatives

Mono-substituted 1,2,3-triazolylferrocene derivatives with nitro groups (2a-2c) had been synthesized and characterized. The UV-vis absorption spectra of these compounds corresponded to the assembled spectra of ferrocene and aryl substitute groups in comparison with the control compound 2d without a ferrocenyl, and the fluorescence spectra showed a maximum at about 380 nm in CH2Cl2. The cyclic voltammograms of 2a-2c showed the quasi-reversible oxidation waves of the ferrocenyl groups, and these waves anodically shifted in comparison with the ferrocene standard due to the electron withdrawing effect of the 1,2,3-triazole ring and nitro groups. According to thermal polarizing microscopy, differential scanning calorimetry and powder X-ray diffraction studies, compounds 2a-2d were all non-mesomorphic and displayed crystal polymorphic phase transitions upon heating. (C) 2015 Elsevier B.V. All rights reserved.