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

Jordan N. Smith; Courtney Ennis; Nigel T. Lucas

doi:10.1039/d1sc01802g

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

Jordan N. Smith, Courtney Ennis, Nigel T. Lucas^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

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.

Original language	English
Pages (from-to)	11858-11863
Number of pages	6
Journal	Chemical Science
Volume	12
Issue number	35
Early online date	11 Aug 2021
DOIs	https://doi.org/10.1039/d1sc01802g
Publication status	Published - 21 Sept 2021
Externally published	Yes

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10.1039/d1sc01802gLicence: CC BY-NC

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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.",

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AU - Smith, Jordan N.

AU - Ennis, Courtney

AU - Lucas, Nigel T.

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PY - 2021/9/21

Y1 - 2021/9/21

N2 - 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.

AB - 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.

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U2 - 10.1039/d1sc01802g

DO - 10.1039/d1sc01802g

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

Abstract

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