Synthesis and Properties of Tetrathiafulvalenes Bearing 6-Aryl-1,4-dithiafulvenes

  1. Aya Yoshimura,
  2. Hitoshi Kimura,
  3. Kohei Kagawa,
  4. Mayuka Yoshioka,
  5. Toshiki Itou,
  6. Dhananjayan Vasu,
  7. Takashi ShirahataORCID Logo,
  8. Hideki YorimitsuORCID Logo and
  9. Yohji MisakiORCID Logo

Submitting author affiliation: Ehime University, Matsuyama, Japan

Beilstein Arch. 2020, 202016.

Published 12 Feb 2020

  • Preprint


Novel multistage redox TTFs bearing 6-aryl-1,4-dithiafulvene moieties were synthesized by using the palladium-catalyzed direct C-H arylation. In the presence of a catalytic amount of Pd(OAc)2, PtBu3•HBF4, and excess amount of Cs2CO3, the C-H arylation of TTF with several aryl bromides bearing 1,3-dithiol-2-ylidenes took place efficiently to produce the corresponding p-conjugation molecules. We also succeeded in estimation of the oxidation potentials and number of electrons involved in each oxidation step of the obtained compounds by the digital simulations.

Keywords: tetrathiafulvalene; extended π-conjugation; cross-conjugated systems; electrochemical properties; digital simulation analysis

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Yoshimura, A.; Kimura, H.; Kagawa, K.; Yoshioka, M.; Itou, T.; Vasu, D.; Shirahata, T.; Yorimitsu, H.; Misaki, Y. Beilstein Arch. 2020, 202016. doi:10.3762/bxiv.2020.16.v1

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