Synthesis and Recognition Behavior of Bisferrocene Derivatives Comprising Azine Moiety

• Main Authors: Pei-Wen Chang, 張佩雯
• Other Authors: Mei-Ching Lin
• Format: Others
• Language: zh-TW
• Published: 2012
• Online Access: http://ndltd.ncl.edu.tw/handle/28969838310077857109

碩士 === 朝陽科技大學 === 應用化學系碩士班 === 100 === This research connecting the ferrocene molecules through azine group and phenyl group, ethynyl moiety to afford a mononuclear and binuclear compounds 28, 31, 38. We study the relationship of electronic communication with the elongation of the molecular chain. Also, the photochemical behavior and the recognition of metal ions were presented. The cyclic voltammogram of 28、31、38 shows that all the ferrocene moieties exhibit the E1/2 at 0.67 V. The differential pulse voltammetry presents that both the ferrocene moiety in the compound 31 oxidized at the same potential. However, when incorporate the ethynyl into the main china of the molecular, compound 38 exhibit two oxidation waves, which means that insertion of ethynyl will perturb the electronic properties of the molecule. Compound 28, 31, 38 showed two main absorption peaks at 350 nm and 500 nm in the UV-vis absorption spectra, which are ascribable to the azine-bridge and the metal-to ligand charge transfer from ferrocene. We also observed that the enhanced of the π conjugation system, it will cause a red shift of the absorption peak of π-π *transition. In the recognition behavior, when Hg2+ is added to 28, 31, 38, all the absorption peak produce an obvious red shift, which may be the result of the coordination of azine group with the metal. By the titration experiment of compound 38 and Hg (II), the data indicated a 1 : 1 binding model and an association constant of 4.69 × 103 M-1in solution.