高等学校化学学报 ›› 2013, Vol. 34 ›› Issue (7): 1653.doi: 10.7503/cjcu20121076

• 有机化学 • 上一篇    下一篇

5-二茂铁基吡唑啉衍生物的合成及性质

李恒东2, 苏小龙2, 陈平华2, 谢莉莉1,2, 袁耀锋1,2   

  1. 1. 福州大学福建省光催化重点实验室-省部共建国家重点实验室培育基地, 福州 350002;
    2. 福州大学化学系, 福州 350108
  • 收稿日期:2012-11-29 出版日期:2013-07-10 发布日期:2013-06-21
  • 通讯作者: 袁耀锋, 男, 博士, 教授, 主要从事功能有机分子的合成及研究. E-mail: yaofeng_yuan@fzu.edu.cn E-mail:yaofeng_yuan@fzu.edu.cn
  • 基金资助:

    国家自然科学基金(批准号: 21202019, 21172036)和国家基础科学人才培养基金(批准号: J1103303)资助.

Synthesis and Properties of 5-Ferrocenyl-pyrazoline Derivatives

LI Heng-Dong2, SU Xiao-Long2, CHEN Ping-Hua2, XIE Li-Li1,2, YUAN Yao-Feng1,2   

  1. 1. Fujian Provincial Key Laboratory of Photocatalysis-State Key Laboratory Breeding Base, Fuzhou University, Fuzhou 350002, China;
    2. Department of Chemistry, Fuzhou University, Fuzhou 350108, China
  • Received:2012-11-29 Online:2013-07-10 Published:2013-06-21
  • Contact: YUAN Yao-Feng E-mail:yaofeng_yuan@fzu.edu.cn

摘要:

以甲酰基二茂铁和2-乙酰基吡啶为原料, 合成了3个1-芳香酰基-3-(2-吡啶基)-5-二茂铁基-2-吡唑啉衍生物(3~5), 通过红外光谱、质谱、1H NMR、13C NMR和元素分析对其进行了表征, 并对化合物4的单晶结构进行了解析. 研究了该类化合物的电化学性质及紫外、荧光光谱, 并借助密度泛函理论(DFT)计算从理论上加以解释.

关键词: 二茂铁基吡唑啉, 晶体结构, 循环伏安, 光谱性质, 密度泛函理论计算

Abstract:

Recently, great interest has been generated in the synthesis and study of heterocyclic derivatives containing one or more ferrocenes, since these derivatives have potential applications as new functional materials in several areas. As a stable and readily oxidizable organometallic complex, ferrocne has been widely employed in multifunctional systems, which have exhibited potential utilizations in electrochemical sensors, molecular recognition and ethylene oligomerization catalysts. Combining the considerations above, we designed a simple and general approach to synthesis three 5-ferrocenyl-pyrazoline derivatives(3—5). The structures of all the products were determined by IR, MS, 1H NMR, 13C NMR and elemental analysis. The crystal structure of compound 4 was proved by single crystal X-ray analyses. Moreover, compounds 3—5 were characte-rized by CV, UV-Vis absorption and fluorescence spectrometry. Density functional theory(DFT) calculation was adopted to explain these phenomena. These compounds will be used as electrochemical sensors and ethylene oligomerization catalysts.

Key words: Ferrocenyl dihydropyrazole, Crystal structure, Cyclic voltammetry, Spectral property, Density functional theory calculation

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