Issue 36, 2021

A cylinder-shaped macrocycle formed via Friedel–Crafts reaction

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.

Graphical abstract: A cylinder-shaped macrocycle formed via Friedel–Crafts reaction

Supplementary files

Article information

Article type
Communication
Submitted
28 Jan 2021
Accepted
30 Mar 2021
First published
30 Mar 2021

Chem. Commun., 2021,57, 4440-4443

A cylinder-shaped macrocycle formed via Friedel–Crafts reaction

D. Zhu, S. Fang, L. Tong, Y. Lei, G. Wu, T. Chudhary and H. Li, Chem. Commun., 2021, 57, 4440 DOI: 10.1039/D1CC00498K

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