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Synthesis and properties of tetrathiafulvalenes bearing 6-aryl-1,4-dithiafulvenes.
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-05-12 , DOI: 10.3762/bjoc.16.86
Aya Yoshimura 1, 2 , Hitoshi Kimura 1 , Kohei Kagawa 1 , Mayuka Yoshioka 1 , Toshiki Itou 1 , Dhananjayan Vasu 3 , Takashi Shirahata 1, 2 , Hideki Yorimitsu 3 , Yohji Misaki 1, 2
Affiliation  

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.

中文翻译:

带有6-芳基-1,4-二硫富富烯的四硫富瓦烯的合成与性能。

通过钯催化的直接C–H芳基化反应合成了带有6-芳基-1,4-二硫富烯基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)·HBF 4和过量的Cs 2 CO 3存在下,TTF的C–H芳基化与数个带有1,3-芳基溴的芳基化二硫醇-2-亚烷基有效地发生以产生相应的π-共轭分子。我们还通过数字仿真成功地估算了所获得化合物的每个氧化步骤中的氧化电位和电子数量。
更新日期:2020-05-12
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