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Extending the hydrogen-bonding array in ortho-phenylenediamine based bis-ureas

Extending the hydrogen-bonding array in ortho-phenylenediamine based bis-ureas
Extending the hydrogen-bonding array in ortho-phenylenediamine based bis-ureas
Two new ortho-phenylenediamine based bis-urea compounds have been synthesized with pendant amide groups. The stability constants of the new compounds with a variety of anionic guests have been measured by 1H NMR titration techniques and compared to the parent bis-urea. The X-ray crystal structure of the acetate and benzoate complexes of a bis-amide functionalized system have been solved and reveal the receptor forming a dimer with two anions bound at the termini of the hydrogen bonded assembly.
urea, host, crystallography, neutral anion receptors, anion receptors, stabilization, solid-state, recognition, amides, binding, family, carboxylate complexation
1061-0278
9-15
Brooks, S.J.
90e62b94-2814-4683-8ad8-4f0cd391580e
Gale, P.A.
c840b7e9-6847-4843-91af-fa0f8563d943
Light, M.E.
cf57314e-6856-491b-a8d2-2dffc452e161
Brooks, S.J.
90e62b94-2814-4683-8ad8-4f0cd391580e
Gale, P.A.
c840b7e9-6847-4843-91af-fa0f8563d943
Light, M.E.
cf57314e-6856-491b-a8d2-2dffc452e161

Brooks, S.J., Gale, P.A. and Light, M.E. (2007) Extending the hydrogen-bonding array in ortho-phenylenediamine based bis-ureas. Supramolecular Chemistry, 19 (1-2), 9-15. (doi:10.1080/10610270600879076).

Record type: Article

Abstract

Two new ortho-phenylenediamine based bis-urea compounds have been synthesized with pendant amide groups. The stability constants of the new compounds with a variety of anionic guests have been measured by 1H NMR titration techniques and compared to the parent bis-urea. The X-ray crystal structure of the acetate and benzoate complexes of a bis-amide functionalized system have been solved and reveal the receptor forming a dimer with two anions bound at the termini of the hydrogen bonded assembly.

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More information

Published date: 2007
Keywords: urea, host, crystallography, neutral anion receptors, anion receptors, stabilization, solid-state, recognition, amides, binding, family, carboxylate complexation

Identifiers

Local EPrints ID: 54254
URI: http://eprints.soton.ac.uk/id/eprint/54254
ISSN: 1061-0278
PURE UUID: 4654b2e3-fccc-4e25-ab78-1f5141b8c4a0
ORCID for P.A. Gale: ORCID iD orcid.org/0000-0001-9751-4910
ORCID for M.E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 31 Jul 2008
Last modified: 16 Mar 2024 03:16

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Contributors

Author: S.J. Brooks
Author: P.A. Gale ORCID iD
Author: M.E. Light ORCID iD

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