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

doi:10.1007/s40242-015-5220-1

Abstract

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

ZHAO Bangtun, CHEN Xiuhua, MA Shuxiu, ZHU Weimin. Synthesis of (thia)Calixarene-based exTTF Derivatives and Their Electron Transfers Towards p-Chloranil and C₆₀[J]. Chemical Research in Chinese Universities, 2015, 31(6): 930-935.

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

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