Synthesis and characterization of tetrathiafulvalene-σ-thiophene dyads

Journal of Chemical Sciences volume 132, Article number: 73 (2020) Cite this article

Abstract

Three Tetrathiafulvalene (TTF)-assembled thiophene molecules were synthesized with the different linkages of σ bridge via Steglich esterification and classical SN2 reaction. The results of UV and CV showed the different substitution effects existed in the new molecules formed by the molecule assembling. Among the new molecules, TTF-Th-2 (TTF-methylene-thiophene), linkage in the shortest σ bridge, exhibited the most obvious substitution effects. Meanwhile, the result of theoretical calculation indicated that TTF-Th-2 exhibited lower bandgap with the evident electron transfer in the LUMO energy level.

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Synthesis and Characterization of TTF-σ-Thiophene Dyads

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Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (No. 21576087).

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Affiliations

  1. Lab for Advanced Materials, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China

    SHI-XIONG DENG, YU-HAO LI, PENG-FEI CAI, CHENG-YUN WANG & YONG-JIA SHEN

  2. School of Chemical and Chemical Engineering, Shanghai University of Engineering Science, Shanghai, 201620, China

    HAN WANG

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  1. SHI-XIONG DENG
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  2. YU-HAO LI
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Correspondence to YONG-JIA SHEN.

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DENG, SX., LI, YH., CAI, PF. et al. Synthesis and characterization of tetrathiafulvalene-σ-thiophene dyads. J Chem Sci 132, 73 (2020). https://doi.org/10.1007/s12039-020-01779-0

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Keywords

  • Tetrathiafulvalene
  • thiophene
  • synthesis
  • substitution effects
  • theoretical calculation