Anion receptors with nitrone C–H hydrogen bond donors

Xuxian He; Richard R. Thompson; Sarah A. Clawson; Frank R. Fronczek; Semin Lee

doi:10.1039/D3CC00371J

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Anion receptors with nitrone C–H hydrogen bond donors†

Xuxian He,

^a Richard R. Thompson,

^b Sarah A. Clawson,^a Frank R. Fronczek

^a and Semin Lee

*^a

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* Corresponding authors

^a Department of Chemistry, Louisiana State University, Baton Rouge, Louisiana, USA
E-mail: seminlee@lsu.edu

^b Department of Chemistry, Texas A&M University, College Station, Texas 77843, USA

Abstract

We report the use of nitrone C–H groups as hydrogen bond donors for binding anions. Acyclic anion receptors with two nitrone moieties were synthesized by condensation reactions between aryl-aldehydes and m-phenylenedihydroxylamines. The solid-state structure of dinitrones revealed C–H⋯O hydrogen bonds. Anion binding properties were investigated using NMR titration with halide and phosphate salts.

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DOI: https://doi.org/10.1039/D3CC00371J
Article type: Communication
Submitted: 26 Jan 2023
Accepted: 21 Mar 2023
First published: 22 Mar 2023

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Chem. Commun., 2023,59, 4624-4627

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Anion receptors with nitrone C–H hydrogen bond donors

X. He, R. R. Thompson, S. A. Clawson, F. R. Fronczek and S. Lee, Chem. Commun., 2023, 59, 4624 DOI: 10.1039/D3CC00371J

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Chemical Communications

Anion receptors with nitrone C–H hydrogen bond donors†

Abstract

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Anion receptors with nitrone C–H hydrogen bond donors

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