| N-2-亚甲基-噻酚-二茂铁基芳胺衍生物的合成、晶体结构及电化学性质 |
| Synthesis, Crystal Structure and Electrochemical Properties of the Derivatives N-2-methenyl-thiophen-ferrocenyl-aryl-amines |
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| 摘要: 以邻、间、对-二茂铁苯胺为原料, 合成了含噻酚的二茂铁苯基席夫碱衍生物并还原得到N-2-亚甲基-噻酚-二茂铁基芳胺衍生物，通过元素分析，IR，UV，1H NMR和X-射线单晶衍射等分析手段，确证了标题化合物的组成和结构，单晶结构解析表明，化合物2c属于单斜晶系，P2/n空间群。量化计算结果证明，化合物2c在晶体中的结构并不是它的最稳定结构；其HOMO轨道主要由Fe原子及茂环上C的原子轨道组成的；电化学实验证明所得邻、间、对化合物的电化学性质相似，氧化还原峰对应于二茂铁的氧化还原过程，Fc+ + e-←→Fc；说明化合物中的二茂铁基所处的化学环境相同，苯环上取代基位置的不同，对化合物在电极表面的扩散系数影响不大, 但对反应速率常数则有较大的影响。 |
| 关键词: 二茂铁衍生物 晶体结构 量化计算 电化学性质 |
| 基金项目: |
| Abstract: Schiff bases derivatives containing ferrocenylphenyl and thiophene were synthesized by o, m, p-ferrocenylphenyl amines with thiophene-2-carbadehyde, and N-2-methenyl-thiophen-ferrocenyl-aryl-amines were obtained by reduction of sodium borohydride. These compounds were characterized by elemental analyses, IR, UV, 1H NMR spectrum and X-ray single crystal diffraction. The crystal structure of compound 2c is Monoclinic system, P2/n space group. But it is proved that the structure in crystal is not the stabilization state by quantum chemical calculation. The HOMO orbital is composed of Fe and C atoms in Fc. It was found that the electrochemical property of the compounds were very similar, the redox couple was corresponding to the progress of Fc+ + e-←→Fc, which can be rationalized by the equivalent environment of the ferrocene in each case. The different substituents of phenyl cause no distinct change for their diffusion coefficient (D), but the distinct change for their electrochemical reaction rate constant (ks). CCDC: 617600. |
| Keywords: ferrocenyl derivatives crystal structure quantum chemical calculation electrochemical properties |
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| 徐琰,朱丽敏,冉春玲,王海先,樊耀亭.N-2-亚甲基-噻酚-二茂铁基芳胺衍生物的合成、晶体结构及电化学性质[J].无机化学学报,2007,23(4):589-596. |
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