Zhu Yumei, Escorihuela Jorge, Wang Haiying, Sue Andrew C-H, Zuilhof Han
School of Pharmaceutical Science & Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, China.
Departamento de Química Orgánica, Universitat de València, Avda. Vicente Andrés Estellés s/n, 46100 València, Spain.
Molecules. 2023 Oct 10;28(20):7009. doi: 10.3390/molecules28207009.
We developed an improved, robust synthesis of a series of pillar[]arenes with a varying number (0-3) of quinone moieties in the ring. This easy-to-control variation yielded a gradually less electron-rich cavity in going from zero to three quinone units, as shown from the strength of host-guest interactions with silver ions. Such macrocycle-Ag complexes themselves were shown to display an unprecedented, sharp distinction between terminal alkynes, which strongly bound to such complexes, and internal alkynes, internal alkenes and terminal alkenes, which do hardly bind.
我们开发了一种改进的、稳健的方法来合成一系列在环中具有不同数量（0 - 3）醌部分的柱芳烃。这种易于控制的变化使得从零个醌单元到三个醌单元时，富电子空腔逐渐减少，这从与银离子的主客体相互作用强度可以看出。这种大环 - 银配合物本身显示出在末端炔烃（与这种配合物强烈结合）和内部炔烃、内部烯烃及末端烯烃（几乎不结合）之间呈现出前所未有的鲜明区别。
