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Anion binding with biphenyl-bis-urea derivatives: solution and solid-state studies

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In this work, we have synthesized and characterized bis-urea derivatives 1–3, featuring a biphenyl spacer, and studied their anion binding properties in DMSO solution and in the solid state. In… Click to show full abstract

In this work, we have synthesized and characterized bis-urea derivatives 1–3, featuring a biphenyl spacer, and studied their anion binding properties in DMSO solution and in the solid state. In solution, 1 : 1 complexes were observed with association constant K values in the 103–104 M−1 range with a general preference for acetate over dihydrogenphosphate for all three receptors. We were also able to obtain and characterize, by X-ray diffraction on single crystals, ten receptor–anion complexes including acetate and dihydrogenphosphate, as well as monohydrogenphosphate, halides and the nitrate ion. Linear (anion–receptor)n arrays, porous frameworks and non-centrosymmetric structures were observed and described in detail.

Keywords: solid state; bis urea; urea derivatives; solution solid; solution; anion binding

Journal Title: New Journal of Chemistry
Year Published: 2020

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