Ren Huifeng, Huang Zehuan, Yang Hui, Xu Huaping, Zhang Xi
Department of Chemistry, Tsinghua University, Beijing, 100084 (China).
Chemphyschem. 2015 Feb 23;16(3):523-7. doi: 10.1002/cphc.201402840. Epub 2014 Dec 21.
We describe a new strategy to control the reactivity of SeSe bond by using supramolecular chemistry of cucurbituril. We have demonstrated that selenocystamine (SeCy) and cucurbit[6]uril (CB[6]) can form a stable supramolecular complex (Ka =5.5×10(6) M(-1) ). Before complexation, the free SeSe bond in SeCy is rather sensitive to redox stimuli and gets disrupted quickly with addition of reductant or oxidant. However, after binding with CB[6], the SeSe bond becomes quite inert and hardly reacts with reductant or oxidant. One advantage of this supramolecular protection is that it can be applied in a wide pH range from weakly acidic to basic. Additionally, the supramolecular complex formed by SeCy and CB[6] can be reversibly dissociated simply with addition of Ba(2+) .
我们描述了一种通过利用葫芦脲的超分子化学来控制Se-Se键反应活性的新策略。我们已经证明，硒代胱胺（SeCy）和葫芦[6]脲（CB[6]）可以形成稳定的超分子复合物（Ka = 5.5×10(6) M(-1)）。在络合之前，SeCy中的游离Se-Se键对氧化还原刺激相当敏感，加入还原剂或氧化剂后会迅速断裂。然而，与CB[6]结合后，Se-Se键变得相当惰性，几乎不与还原剂或氧化剂反应。这种超分子保护的一个优点是它可以在从弱酸性到碱性的宽pH范围内应用。此外，SeCy和CB[6]形成的超分子复合物只需加入Ba(2+)即可可逆解离。
