A cylinder-shaped macrocycle formed via Friedel-Crafts reaction
Dingsheng Zhu1, Shuai Fang1, Lu Tong1
1Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China. lihao2015@zju.edu.cn.
Abstract:
By performing Friedel-Crafts reaction with a mixture of 1,3,5-tri(furan-2-yl) benzene (TFB) and acetone, we successfully synthesized a cylinder-shaped macrocycle. The isolated yield of 36% is relatively high, considering that twelve C-C bonds are formed simultaneously. The structure of this macrocycle was confirmed using 1H NMR spectroscopy, mass spectrometry and X-ray crystallography. This macrocycle is able to recognize a variety of cationic guests driven by cation-dipole and CH-π interactions.
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