Wydział Chemii, Uniwersytet Wrocławski, ul. F. Joliot-Curie 14, 50-383 Wrocław, Poland.
PORT-Polski Ośrodek Rozwoju Technologii, ul. Stabłowicka 147, 54-066 Wrocław, Poland.
J Am Chem Soc. 2020 Sep 9;142(36):15604-15613. doi: 10.1021/jacs.0c07956. Epub 2020 Aug 28.
A hybrid nanocarbon receptor consisting of a calix[4]arene and a bent oligophenylene loop ("molecular squid"), was obtained in an efficient, scalable synthesis. The system contains an electron-rich cavity with an adaptable shape, which can serve as a host for electron deficient guests, such as diquat, 10-methylacridinium, and anthraquinone. The new receptor forms inclusion complexes in the solid state and in solution, showing a dependence of the observed binding strength on the shape of the guest species and its charge. The interaction with the methylacridinium cation in solution was interpreted in terms of a 2:1 binding model, with = 5.92(7) × 10 M. The solid receptor is porous to gases and vapors, yielding an uptake of ca. 4 mmol/g for methanol at 293 K. In solution, the receptor shows cyan fluorescence (λ = 485 nm, Φ = 33%), which is partly quenched upon binding of guests. Methylacridinium and anthraquinone adducts show red-shifted emission in the solid state, attributable to the charge-transfer character of these inclusion complexes.
一种由杯[4]芳烃和弯曲的寡聚亚苯基环组成的混合纳米碳受体（“分子乌贼”），通过高效、可扩展的合成方法得到。该体系含有一个富电子空腔，形状具有适应性，可作为电子缺电子客体（如二氯二戊二烯、10-甲基吖啶鎓和蒽醌）的主体。新受体在固态和溶液中形成包合物，观察到的结合强度取决于客体的形状和电荷。与溶液中的甲基吖啶鎓阳离子的相互作用可以用 2:1 的结合模型来解释， = 5.92(7) × 10 M。该固体受体对气体和蒸气具有多孔性，在 293 K 时甲醇的吸附量约为 4 mmol/g。在溶液中，受体显示出蓝绿色荧光（λ = 485nm，Φ = 33%），在结合客体后部分被猝灭。甲基吖啶鎓和蒽醌加合物在固态中表现出红移发射，归因于这些包合物的电荷转移特性。
