Yang Weiwei, Samanta Kushal, Wan Xintong, Thikekar Tushar Ulhas, Chao Yang, Li Shunshun, Du Ke, Xu Jun, Gao Yan, Zuilhof Han, Sue Andrew C-H
Institute for Molecular Design and Synthesis, School of Pharmaceutical Science & Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin, 300072, P. R. China.
Laboratory of Organic Chemistry, Wageningen University, Stippeneng 4, 6708 WE, Wageningen, The Netherlands.
Angew Chem Int Ed Engl. 2020 Mar 2;59(10):3994-3999. doi: 10.1002/anie.201913055. Epub 2020 Jan 21.
Tiara[5]arenes (T[5]s), a new class of five-fold symmetric oligophenolic macrocycles that are not accessible from the addition of formaldehyde to phenol, were synthesized for the first time. These pillar[5]arene-derived structures display both unique conformational freedom, differing from that of pillararenes, with a rich blend of solid-state conformations and excellent host-guest interactions in solution. Finally we show how this novel macrocyclic scaffold can be functionalized in a variety of ways and used as functional crystalline materials to distinguish uniquely between benzene and cyclohexane.
首次合成了冠状[5]芳烃（T[5]s），这是一类新型的五重对称低聚酚大环化合物，无法通过甲醛与苯酚加成得到。这些基于柱[5]芳烃的结构展现出独特的构象自由度，与柱芳烃不同，具有丰富的固态构象组合以及在溶液中出色的主客体相互作用。最后，我们展示了这种新型大环支架如何能够以多种方式进行功能化，并用作功能性晶体材料以独特地区分苯和环己烷。
