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Anion recognition by N-confused calix[4]pyrrole-alpha-carbaldehyde and its Knoevenagel reaction derivatives

Anion recognition by N-confused calix[4]pyrrole-alpha-carbaldehyde and its Knoevenagel reaction derivatives
Anion recognition by N-confused calix[4]pyrrole-alpha-carbaldehyde and its Knoevenagel reaction derivatives
The synthesis of a N-confused calix[4]pyrrole--carbaldehyde is reported, together with its Knoevenagel reaction derivatives. The X-ray crystal structure of the aldehyde and two derivatives are reported showing the macrocycles adopting confused 1,3-alternate conformations in all cases. The affinity of these macrocycles for a range of anionic guests has been measured in DMSO-d6/0.5% water, and the results compared with the parent N-confused calix[4]pyrrole parent macrocycle. These studies show that the derivatives have a significantly higher affinity for anionic guests than the parent system
receptor, inclusion, pyrrole, calixpyrroles, cavity, binding agents, complexes, old
1144-0546
691-696
Dehaen, W.
a68f2a62-57bc-45cb-b8c6-f22e5215314c
Gale, P.A.
c840b7e9-6847-4843-91af-fa0f8563d943
Garcia-Garrido, S.E.
ca1f1a99-bf1b-4ce2-afc8-894a1cb6037c
Kostermans, M.
00403ccf-1637-4d4a-b9ad-561db5a72da2
Light, M.E.
cf57314e-6856-491b-a8d2-2dffc452e161
Dehaen, W.
a68f2a62-57bc-45cb-b8c6-f22e5215314c
Gale, P.A.
c840b7e9-6847-4843-91af-fa0f8563d943
Garcia-Garrido, S.E.
ca1f1a99-bf1b-4ce2-afc8-894a1cb6037c
Kostermans, M.
00403ccf-1637-4d4a-b9ad-561db5a72da2
Light, M.E.
cf57314e-6856-491b-a8d2-2dffc452e161

Dehaen, W., Gale, P.A., Garcia-Garrido, S.E., Kostermans, M. and Light, M.E. (2007) Anion recognition by N-confused calix[4]pyrrole-alpha-carbaldehyde and its Knoevenagel reaction derivatives. New Journal of Chemistry, 31 (5), 691-696. (doi:10.1039/b616467f).

Record type: Article

Abstract

The synthesis of a N-confused calix[4]pyrrole--carbaldehyde is reported, together with its Knoevenagel reaction derivatives. The X-ray crystal structure of the aldehyde and two derivatives are reported showing the macrocycles adopting confused 1,3-alternate conformations in all cases. The affinity of these macrocycles for a range of anionic guests has been measured in DMSO-d6/0.5% water, and the results compared with the parent N-confused calix[4]pyrrole parent macrocycle. These studies show that the derivatives have a significantly higher affinity for anionic guests than the parent system

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More information

Published date: 2007
Keywords: receptor, inclusion, pyrrole, calixpyrroles, cavity, binding agents, complexes, old
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Identifiers

Local EPrints ID: 54283
URI: http://eprints.soton.ac.uk/id/eprint/54283
DOI: doi:10.1039/b616467f
ISSN: 1144-0546
PURE UUID: 5cebb795-4351-4e05-84e3-ded5bbb0f5c7
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: W. Dehaen
Author: P.A. Gale ORCID iD
Author: S.E. Garcia-Garrido
Author: M. Kostermans
Author: M.E. Light ORCID iD

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