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Hydrogen-bonding pyrrolic amide cleft anion receptors

Hydrogen-bonding pyrrolic amide cleft anion receptors
Hydrogen-bonding pyrrolic amide cleft anion receptors
The use of simple 2,5-diamidopyrrole derivatives as anion receptors has been investigated. Reaction of 3,4-diphenylpyrrole-2,5-dicarboxylic acid chloride with n-butylamine or aniline has produced two new amidic cleft anion receptors 1 and 2. The anion-coordination ability of these species has been determined by 1H NMR titration techniques. Crystal structures of 1 and 2 have been elucidated, revealing a continuous hydrogen bonding network formed by 1 and dimerisation of 2 via NH...O and CH...O hydrogen bonds.
amide, pyrrole, cleft, supramolecular chemistry, benzoate, binding
0040-4039
5095-5097
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943
Camiolo, Salvatore
4ea1c6a7-c0c9-48a0-8998-66a61de7d4d0
Chapman, Christopher P.
bde4e230-6880-474f-9ee8-aff843740ff9
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943
Camiolo, Salvatore
4ea1c6a7-c0c9-48a0-8998-66a61de7d4d0
Chapman, Christopher P.
bde4e230-6880-474f-9ee8-aff843740ff9
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da

Gale, Philip A., Camiolo, Salvatore, Chapman, Christopher P., Light, Mark E. and Hursthouse, Michael B. (2001) Hydrogen-bonding pyrrolic amide cleft anion receptors. Tetrahedron Letters, 42 (30), 5095-5097. (doi:10.1016/S0040-4039(01)00896-6).

Record type: Article

Abstract

The use of simple 2,5-diamidopyrrole derivatives as anion receptors has been investigated. Reaction of 3,4-diphenylpyrrole-2,5-dicarboxylic acid chloride with n-butylamine or aniline has produced two new amidic cleft anion receptors 1 and 2. The anion-coordination ability of these species has been determined by 1H NMR titration techniques. Crystal structures of 1 and 2 have been elucidated, revealing a continuous hydrogen bonding network formed by 1 and dimerisation of 2 via NH...O and CH...O hydrogen bonds.

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More information

Published date: 2001
Keywords: amide, pyrrole, cleft, supramolecular chemistry, benzoate, binding
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Identifiers

Local EPrints ID: 13586
URI: http://eprints.soton.ac.uk/id/eprint/13586
DOI: doi:10.1016/S0040-4039(01)00896-6
ISSN: 0040-4039
PURE UUID: e8b412f9-f9a2-41c1-9bf1-8bdcbbb50695
ORCID for Philip A. Gale: ORCID iD orcid.org/0000-0001-9751-4910
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

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Date deposited: 14 Dec 2004
Last modified: 16 Mar 2024 03:15

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Contributors

Author: Philip A. Gale ORCID iD
Author: Salvatore Camiolo
Author: Christopher P. Chapman
Author: Mark E. Light ORCID iD
Author: Michael B. Hursthouse

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