Graduate School of Science and Technology, Shinshu University , Matsumoto 390-8621, Japan.
Graduate School of Science and Technology, Hirosaki University , Hirosaki 036-8561, Japan.
J Org Chem. 2017 Feb 3;82(3):1657-1665. doi: 10.1021/acs.joc.6b02818. Epub 2017 Jan 26.
Tetrathiafulvalene (TTF) derivatives with 2-azulenyl substituents 5-11 were prepared by the palladium-catalyzed direct arylation reaction of 2-chloroazulenes with TTF in good yield. Photophysical properties of these compounds were investigated by UV-vis spectroscopy and theoretical calculations. Redox behavior of the novel azulene-substituted TTFs was examined by using cyclic voltammetry and differential pulse voltammetry, which revealed their multistep electrochemical oxidation and/or reduction properties. Moreover, these TTF derivatives showed significant spectral change in the visible region under the redox conditions.
2-薁基取代的四硫富瓦烯（TTF）衍生物 5-11 通过钯催化的 2-氯薁与 TTF 的直接芳基化反应以良好的产率制备。通过紫外可见光谱和理论计算研究了这些化合物的光物理性质。通过循环伏安法和差分脉冲伏安法研究了新型薁取代 TTF 的氧化还原行为，结果表明它们具有多步电化学氧化和/或还原性质。此外，这些 TTF 衍生物在氧化还原条件下在可见光谱区显示出显著的光谱变化。
