Highly selective naked-eye anion sensors based on thioureido or amido calix[4]arenes

Susan Bartz; Daniel T. Schühle; Joop A. Peters; Jürgen Schatz

doi:10.1515/znb-2015-0146

Highly selective naked-eye anion sensors based on thioureido or amido calix[4]arenes

Susan Bartz, Daniel T. Schühle, Joop A. Peters, Jürgen Schatz^*

^*Corresponding author for this work

BT/Biocatalysis

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

5 Citations (Scopus)

Abstract

Calix[4]arene-thiourea and-tetraamide nakedeye receptors do not show any tendency to self-aggregation and are highly sensitive towards small monoanions; association constants in DMSO for halogenides (chloride to iodide) and HSO₄-are <200 m^-1. Basic anions deprotonate both receptors leading to a high and selective optical readout. Binding constants for carboxylates, fluoride, and dihydrogen phosphate are three orders of magnitude higher (∼10⁵ m^-1) in case of the tetrathiourea receptor.

Original language	English
Pages (from-to)	113-118
Number of pages	6
Journal	Zeitschrift fuer Naturforschung. Section B: A Journal of Chemical Sciences
Volume	71
Issue number	2
DOIs	https://doi.org/10.1515/znb-2015-0146
Publication status	Published - 1 Feb 2016

Keywords

Amide
Anion receptor
Calix[4]arene
Nakedeye sensor
Thiourea

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abstract = "Calix[4]arene-thiourea and-tetraamide nakedeye receptors do not show any tendency to self-aggregation and are highly sensitive towards small monoanions; association constants in DMSO for halogenides (chloride to iodide) and HSO4-are <200 m-1. Basic anions deprotonate both receptors leading to a high and selective optical readout. Binding constants for carboxylates, fluoride, and dihydrogen phosphate are three orders of magnitude higher (∼105 m-1) in case of the tetrathiourea receptor.",

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AU - Schühle, Daniel T.

AU - Peters, Joop A.

AU - Schatz, Jürgen

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AB - Calix[4]arene-thiourea and-tetraamide nakedeye receptors do not show any tendency to self-aggregation and are highly sensitive towards small monoanions; association constants in DMSO for halogenides (chloride to iodide) and HSO4-are <200 m-1. Basic anions deprotonate both receptors leading to a high and selective optical readout. Binding constants for carboxylates, fluoride, and dihydrogen phosphate are three orders of magnitude higher (∼105 m-1) in case of the tetrathiourea receptor.

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KW - Calix[4]arene

KW - Nakedeye sensor

KW - Thiourea

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Highly selective naked-eye anion sensors based on thioureido or amido calix[4]arenes

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