含6-芳基-1,4-二硫富烯的四硫富瓦烯的合成与性质
Synthesis and properties of tetrathiafulvalenes bearing 6-aryl-1,4-dithiafulvenes.
作者信息
Yoshimura Aya, Kimura Hitoshi, Kagawa Kohei, Yoshioka Mayuka, Itou Toshiki, Vasu Dhananjayan, Shirahata Takashi, Yorimitsu Hideki, Misaki Yohji
机构信息
Department of Materials Science and Biotechnology, Graduate School of Science and Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577, Japan.
Research Unit for Power Generation and Storage Materials, and Research Unit for Development of Organic Superconductors, Ehime University, 3 Bunkyo-cho, Matsuyama, Ehime 790-8577, Japan.
出版信息
Beilstein J Org Chem. 2020 May 12;16:974-981. doi: 10.3762/bjoc.16.86. eCollection 2020.
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), P(-Bu)·HBF, and an excess of CsCO, 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.
通过钯催化的直接C-H芳基化反应合成了带有6-芳基-1,4-二硫富瓦烯部分的新型多级氧化还原四硫富瓦烯（TTF）。在催化量的Pd(OAc)₂、P(t-Bu)₃·HBF₄和过量的Cs₂CO₃存在下，TTF与几种带有1,3-二硫醇-2-亚基的芳基溴化物发生高效的C-H芳基化反应，生成相应的π共轭分子。我们还通过数字模拟成功估算了所得化合物每个氧化步骤的氧化电位和涉及的电子数。
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