TY - JOUR A1 - Yoshimura, Aya A1 - Kimura, Hitoshi A1 - Kagawa, Kohei A1 - Yoshioka, Mayuka A1 - Itou, Toshiki A1 - Vasu, Dhananjayan A1 - Shirahata, Takashi A1 - Yorimitsu, Hideki A1 - Misaki, Yohji T1 - Synthesis and properties of tetrathiafulvalenes bearing 6-aryl-1,4-dithiafulvenes JF - Beilstein Journal of Organic Chemistry PY - 2020/// VL - 16 SP - 974 EP - 981 SN - 1860-5397 DO - 10.3762/bjoc.16.86 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.16.86 KW - cross-conjugated systems KW - electrochemical properties KW - extended π-conjugation KW - digital simulation analysis KW - tetrathiafulvalene N2 - Novel multistage redox tetrathiafulvalenes (TTFs) bearing 6-aryl-1,4-dithiafulvene moieties were synthesized by palladium-catalyzed direct C–H arylation. In the presence of a catalytic amount of Pd(OAc)2, P(t-Bu3)·HBF4, and an excess 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 π-conjugated molecules. We also succeeded in the estimation of the oxidation potentials and number of electrons involved in each oxidation step of the obtained compounds by digital simulations. ER -