School of Chemistry, Sackler Faculty of Exact Sciences, Tel Aviv University Ramat Aviv, 69978, Tel Aviv, Israel.
ChemistryOpen. 2021 Nov;10(11):1111-1115. doi: 10.1002/open.202100206.
An uncharged, water-soluble per-ethylene-glycol pillar[5]arene derivative (1) was synthesized and its aggregation mode, host-guest chemistry in water and extraction ability was explored. Compound 1 is a liquid at room temperature; in water, limited self-aggregation occurred at high concentrations as deduced from diffusion NMR and dynamic light scattering. Compound 1 forms pseudo-rotaxane-like 1 : 1 host-guest complexes with 1,ω-di-substituted alkanes with association constants on the order of 10 -10 m . Interestingly, NMR experiments showed that the guest location relative to the host ring system differs among the different complexes. In proof-of-concept experiments, compound 1 was shown to extract structurally related organic compounds from benzene into water with significant selectivity. Compound 1, which is a liquid at room temperature and has only limited interactions with its side arms, can, in principle, be regarded as a complement to or as a kind of type I porous liquid.
一种不带电荷、水溶性的全乙二氧基柱[5]芳烃衍生物（1）被合成出来，并对其聚集模式、水相主体-客体化学及萃取能力进行了探索。在室温下，化合物 1 为液体；在水中，根据扩散 NMR 和动态光散射推断，其在高浓度下发生有限的自聚集。化合物 1 与 1,ω-二取代烷烃形成拟轮烷式 1:1 主客体络合物，其结合常数在 10 -10 m 的数量级。有趣的是，NMR 实验表明，客体相对于主体环系的位置在不同的络合物中有所不同。在概念验证实验中，化合物 1 被证明能够从苯中将结构相关的有机化合物选择性地萃取到水中。室温下为液体且与侧臂仅有有限相互作用的化合物 1，原则上可以被视为多孔液体的补充或某种类型的 I 型多孔液体。
