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Synthesis, spectroscopic, and electrochemical properties of two dyads consisted of tetrathiafulvalene and carbazole

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Abstract

Two donor-σ-acceptor molecules containing tetrathiafulvalene (TTF) and carbazole moieties were synthesized by the reaction of 9-(4-bromo-butyl)-carbazole (1) with 2,6-bis(hexylthio)-3-(2-cyanoethylthio)-7- (methylthio)-tetrathiafulvalene (2) or 2,6-bis(2-cyanoethylthio)-3, 7-bis(methylthio)tetrathiafulvalene (3) in the presence of CsOH·H2O, respectively. The structures of the molecules were characterized by 1H NMR, 13C NMR, MS, and elemental analyses. They showed negligible intramolecular charge-transfer interaction in their ground states as indicated by their UV-Vis spectroscopics and cyclic voltammetry results. Compared with carbazole, their fluorescence was strongly quenched, which implied that a photo induced electron transfer (PET) interaction between TTF and carbazole moieties occurred.

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Authors and Affiliations

  1. Key Lab of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, 310012, China

    Guoqiao Lai & Meijiang Li

  2. Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, Shanghai, 200237, China

    Yibo Liu & Yongjia Shen

Authors
  1. Guoqiao Lai
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  2. Yibo Liu
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  3. Meijiang Li
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  4. Yongjia Shen
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Correspondence to Yongjia Shen.

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Lai, G., Liu, Y., Li, M. et al. Synthesis, spectroscopic, and electrochemical properties of two dyads consisted of tetrathiafulvalene and carbazole. Front. Chem. Eng. China 3, 192–195 (2009). https://doi.org/10.1007/s11705-009-0015-x

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  • DOI: https://doi.org/10.1007/s11705-009-0015-x

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