Issue 35, 2021

Rigid, biconical hydrogen-bonded dimers that strongly encapsulate cationic guests in solution and the solid state

Abstract

The octol of a new rigid, tetraarylene-bridged cavitand was investigated for self-assembly behaviour in solution. 1H and DOSY NMR spectroscopic experiments show that the cavitand readily dimerizes through an unusual seam of interdigitated hydrogen-bonds that is resistant to disruption by polar co-solvents. The well-defined cavity encapsulates small cationic guests, but not their neutral counterparts, restricting the conformation of sequestered tetraethylammonium in solution and the solid state.

Graphical abstract: Rigid, biconical hydrogen-bonded dimers that strongly encapsulate cationic guests in solution and the solid state

Supplementary files

Article information

Article type
Edge Article
Submitted
30 mar 2021
Accepted
04 avq 2021
First published
11 avq 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021,12, 11858-11863

Rigid, biconical hydrogen-bonded dimers that strongly encapsulate cationic guests in solution and the solid state

J. N. Smith, C. Ennis and N. T. Lucas, Chem. Sci., 2021, 12, 11858 DOI: 10.1039/D1SC01802G

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