Anion sensing using colorimetric amidourea based receptors incorporated into a 1,3-disubstituted calix[4]arene

E. Quinlan; S. E. Matthews; T. Gunnlaugsson

doi:10.1016/j.tetlet.2006.10.112

Anion sensing using colorimetric amidourea based receptors incorporated into a 1,3-disubstituted calix[4]arene

E. Quinlan, S. E. Matthews, T. Gunnlaugsson

School of Pharmacy

Research output: Contribution to journal › Article › peer-review

110 Citations (Scopus)

Abstract

The synthesis of amidourea-based colorimetric anion sensors I and 2 and the evaluation of these sensors using anions such as acetate (CH3CO2-), fluoride (F-), hydrogen phosphate (H2PO4-) and hydrogenpyrophosphate (pyr) in DMSO is described. While I has a single amidourea moiety, 2 has two such receptors incorporated into a lower-rim 1,3-disubstituted calix[4]arene scaffold. Whilst both sensors gave rise to red shifts in their absorption spectra upon anion recognition, the sensing of F- and pyr gave rise to large changes with concomitant colour changes from yellow to purple, which were visible to the naked eye. (c) 2006 Published by Elsevier Ltd.

Original language	English
Pages (from-to)	9333-9338
Number of pages	6
Journal	Tetrahedron Letters
Volume	47
Issue number	52
DOIs	https://doi.org/10.1016/j.tetlet.2006.10.112
Publication status	Published - 2006

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10.1016/j.tetlet.2006.10.112

Cite this

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title = "Anion sensing using colorimetric amidourea based receptors incorporated into a 1,3-disubstituted calix[4]arene",

abstract = "The synthesis of amidourea-based colorimetric anion sensors I and 2 and the evaluation of these sensors using anions such as acetate (CH3CO2-), fluoride (F-), hydrogen phosphate (H2PO4-) and hydrogenpyrophosphate (pyr) in DMSO is described. While I has a single amidourea moiety, 2 has two such receptors incorporated into a lower-rim 1,3-disubstituted calix[4]arene scaffold. Whilst both sensors gave rise to red shifts in their absorption spectra upon anion recognition, the sensing of F- and pyr gave rise to large changes with concomitant colour changes from yellow to purple, which were visible to the naked eye. (c) 2006 Published by Elsevier Ltd.",

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AU - Quinlan, E.

AU - Matthews, S. E.

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AB - The synthesis of amidourea-based colorimetric anion sensors I and 2 and the evaluation of these sensors using anions such as acetate (CH3CO2-), fluoride (F-), hydrogen phosphate (H2PO4-) and hydrogenpyrophosphate (pyr) in DMSO is described. While I has a single amidourea moiety, 2 has two such receptors incorporated into a lower-rim 1,3-disubstituted calix[4]arene scaffold. Whilst both sensors gave rise to red shifts in their absorption spectra upon anion recognition, the sensing of F- and pyr gave rise to large changes with concomitant colour changes from yellow to purple, which were visible to the naked eye. (c) 2006 Published by Elsevier Ltd.

U2 - 10.1016/j.tetlet.2006.10.112

DO - 10.1016/j.tetlet.2006.10.112

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 52

ER -