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高等学校化学研究 ›› 2015, Vol. 31 ›› Issue (6): 930-935.doi: 10.1007/s40242-015-5220-1

• Articles • 上一篇    下一篇

Synthesis of (thia)Calixarene-based exTTF Derivatives and Their Electron Transfers Towards p-Chloranil and C60

ZHAO Bangtun1, CHEN Xiuhua2, MA Shuxiu2, ZHU Weimin2   

  1. 1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, P. R. China;
    2. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, P. R. China
  • 收稿日期:2015-06-01 修回日期:2015-06-29 出版日期:2015-11-01 发布日期:2015-09-08
  • 通讯作者: ZHAO Bangtun, ZHU Weimin E-mail:zhao885790@126.com;zhuwm@zzu.edu.cn
  • 基金资助:

    Supported by the National Natural Science Foundation of China(Nos.21172105, 20872058).

Synthesis of (thia)Calixarene-based exTTF Derivatives and Their Electron Transfers Towards p-Chloranil and C60

ZHAO Bangtun1, CHEN Xiuhua2, MA Shuxiu2, ZHU Weimin2   

  1. 1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, P. R. China;
    2. College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, P. R. China
  • Received:2015-06-01 Revised:2015-06-29 Online:2015-11-01 Published:2015-09-08
  • Contact: ZHAO Bangtun, ZHU Weimin E-mail:zhao885790@126.com;zhuwm@zzu.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.21172105, 20872058).

摘要:

Two novel (thia)calixarene-based exTTF derivatives(3a and 3b) were prepared by Mitsunobu reactions in toluene using diethyl azodicarboxylate(DEAD) and triphenylphosphine(PPh3) system. The cyclic voltammograms of compounds 3a and 3b were provided, and two electron-irreversible waves with redox potentials were observed. Meanwhile, the intermolecular electron transfer(ET) properties of both compounds 3a and 3b towards p-chloranil(Q) and C60 were investigated via UV-Vis and fluorescent spectroscopies, respectively. The results indicated that the introduced nonoxidable metal ions(Al3+, Pb2+, Sc3+) might promote the intermolecular ET from compounds 3a and 3b towards Q ensembles, whereas the effects of Sc3+ were the most impressive. Furthermore, the effects of the same metal ions(Al3+, Pb2+, Sc3+) added for compound 3b were greater than those for compound 3a. Additionally, the photoinduced intermolecular ET from compounds 3a and 3b towards C60 was observed.

关键词: exTTF, Calix[4]arene, Thiacalix[4]arene, p-Chloranil(Q), C60, Electron transfer

Abstract:

Two novel (thia)calixarene-based exTTF derivatives(3a and 3b) were prepared by Mitsunobu reactions in toluene using diethyl azodicarboxylate(DEAD) and triphenylphosphine(PPh3) system. The cyclic voltammograms of compounds 3a and 3b were provided, and two electron-irreversible waves with redox potentials were observed. Meanwhile, the intermolecular electron transfer(ET) properties of both compounds 3a and 3b towards p-chloranil(Q) and C60 were investigated via UV-Vis and fluorescent spectroscopies, respectively. The results indicated that the introduced nonoxidable metal ions(Al3+, Pb2+, Sc3+) might promote the intermolecular ET from compounds 3a and 3b towards Q ensembles, whereas the effects of Sc3+ were the most impressive. Furthermore, the effects of the same metal ions(Al3+, Pb2+, Sc3+) added for compound 3b were greater than those for compound 3a. Additionally, the photoinduced intermolecular ET from compounds 3a and 3b towards C60 was observed.

Key words: exTTF, Calix[4]arene, Thiacalix[4]arene, p-Chloranil(Q), C60, Electron transfer