一种带有吖啶外壳的pH响应性分子胶囊：捕获和释放大型疏水性化合物。
A pH-responsive molecular capsule with an acridine shell: catch and release of large hydrophobic compounds.
作者信息
Kishimoto Mai, Kondo Kei, Akita Munetaka, Yoshizawa Michito
机构信息
Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
出版信息
Chem Commun (Camb). 2017 Jan 24;53(8):1425-1428. doi: 10.1039/c6cc09094j.
Unlike common polyaromatic hydrocarbons, acridine is a characteristic compound bearing both π-stackable large surfaces and a protonable nitrogen atom. Here we report the first synthesis of a supramolecular capsule with multiple acridine panels. In water, the assembly and disassembly of the capsule reversibly occur under neutral and acidic conditions, respectively (≥10 cycles). Notably, the pH-responsive capsule encapsulates a variety of large hydrophobic compounds (up to 1.6 nm in diameter) such as coumarins, metallophthalocyanines and subphthalocyanine in neutral water and subsequently releases them by simple addition of acid.
与常见的多环芳烃不同，吖啶是一种具有π-可堆叠大表面和可质子化氮原子的特征性化合物。在此，我们报告了首个具有多个吖啶面板的超分子胶囊的合成。在水中，该胶囊的组装和解组装分别在中性和酸性条件下可逆发生（≥10个循环）。值得注意的是，这种pH响应型胶囊在中性水中能包封多种大的疏水性化合物（直径达1.6 nm），如香豆素、金属酞菁和亚酞菁，随后通过简单添加酸将它们释放出来。
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