Synthesis and characterization of tetrathiafulvalene-σ-thiophene dyads

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.

Graphic abstract

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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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