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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements