Issue 5, 2022

Tetradentate halogen bonding macrocyclic anion receptor inspired by the “Texas-sized” molecular box

Abstract

Inspired by the tetracationic “Texas-sized” molecular box, a neutral analogue containing four iodotriazole halogen bond-promoting subunits (“Ibox”) was synthesized. This new macrocycle was prepared by means of azide–alkyne click chemistry. It was found to recognize Cl, Br and I anions (as their tetrabutylammonium salts) in CDCl3. 1H NMR spectroscopic titrations revealed a higher affinity for the heavier halide anions and provided support for a preferred 1 : 2 binding stoichiometry.

Graphical abstract: Tetradentate halogen bonding macrocyclic anion receptor inspired by the “Texas-sized” molecular box

Supplementary files

Article information

Article type
Communication
Submitted
07 dec 2021
Accepted
13 jan 2022
First published
13 jan 2022

Org. Biomol. Chem., 2022,20, 980-983

Tetradentate halogen bonding macrocyclic anion receptor inspired by the “Texas-sized” molecular box

T. Zhao, V. M. Lynch and J. L. Sessler, Org. Biomol. Chem., 2022, 20, 980 DOI: 10.1039/D1OB02381K

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