在原位发生的多次连续电荷转移相互作用：噻唑烷-2-硫酮与 2,3-二氯-5,6-二氰基-1,4-苯醌的氧化还原反应。
Multiple and sequential charge transfer interactions occurring in situ: A redox reaction of thiazolidine-2-thione with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone.
机构信息
Chemistry Department, Faculty of Science at Qena, South Valley University, Qena 83523, Egypt.
出版信息
Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1411-7. doi: 10.1016/j.saa.2011.04.078. Epub 2011 May 27.
Interaction of thiazolidine-2-thione (T2T) as an electron donor with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as an electron π-acceptor has been studied. Electronic absorption spectra of the system T2T-DDQ in several organic solvents of different polarities have been measured. A charge transfer (CT) complexation has occurred between T2T and DDQ. This CT interaction has led to a redox reaction in which T2T has been oxidized to the corresponding dehydrogenated T2T (T2T-2H), meanwhile DDQ has been fully reduced to the corresponding hydroquinone (DDQH2). However, the two new species, resulting in situ, have been interacted, whereas a CT complex having the formula (T2T-2H·DDQH2) has occurred. IR, 1H NMR and mass spectra were used for ascertaining the structural formula of the synthesized CT complex. Formation constants (KCT), molar absorption coefficients (ɛCT) and thermodynamic properties of this CT interaction in various organic solvents were determined and discussed. The obtained KCT and ɛCT values have indicated that T2T-2H is a weak CT donor, whereas the formed CT complex has a low stability and it is classified as a contact-type CT complex.
噻唑烷-2-硫酮（T2T）作为电子供体与 2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）作为电子π-受体的相互作用已经研究过。已经测量了系统 T2T-DDQ 在几种不同极性有机溶剂中的电子吸收光谱。T2T 和 DDQ 之间发生了电荷转移（CT）络合。这种 CT 相互作用导致了氧化还原反应，其中 T2T 被氧化为相应的脱氢 T2T（T2T-2H），同时 DDQ 被完全还原为相应的氢醌（DDQH2）。然而，这两个新物种已经相互作用，而形成了具有化学式（T2T-2H·DDQH2）的 CT 配合物。使用 IR、1H NMR 和质谱确定了合成 CT 配合物的结构公式。在各种有机溶剂中确定并讨论了该 CT 相互作用的形成常数（KCT）、摩尔吸收系数（ɛCT）和热力学性质。得到的 KCT 和 ɛCT 值表明 T2T-2H 是一个弱 CT 供体，而形成的 CT 配合物稳定性低，属于接触型 CT 配合物。
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