Colorimetric Detection of Cu[II] Cation and Acetate, Benzoate, and Cyanide Anions by Cooperative Receptor Binding in New α,α‘-Bis-substituted Donor−Acceptor Ferrocene Sensors

Basurto, Sara; Riant, Olivier; Moreno, Daniel; Rojo, Josefa; Torroba, Tomás

doi:10.1021/jo0702589

Cited by 53 publications

(16 citation statements)

References 39 publications

(41 reference statements)

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“…Additional evidence for the function of oxazoline as a cationbinding site is provided by UV/Vis spectrophotometric and 1 H NMR spectroscopic data. [38] Several new ferrocene derivatives 32, [39] bearing two donor-acceptor systems in which the ferrocene unit acts both as a donor group and as rotating spacer, have been reported. These molecules, bearing acceptor groups such as thiobarbiturylidene and donor groups such as dialkylamino or aza crown ethers, are capable of selectively sensing cations and anions by cooperative binding of the two α,αЈ groups bonded to the ferrocene nucleus, thus permitting the selective "naked-eye" colorimetric detection of Cu 2+ cations and benzoate, acetate or cyanide anions.…”

Section: Ferrocenyl Heterocyclesmentioning

confidence: 99%

Ferrocene‐Based Small Molecules for Multichannel Molecular Recognition of Cations and Anions

2008

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This manuscript provides a summary of the relatively large body of research on the preparation and sensing properties of ferrocenes containing nitrogen functionalities, which have been mainly developed by our research group. After a general overview of the topic, selected recent advances in this field are described. In particular, new acyclic and cyclic structural motifs, in which the ferrocene unit is linked by unsaturated aza bridges

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Section: Ferrocenyl Heterocyclesmentioning

confidence: 99%

Ferrocene‐Based Small Molecules for Multichannel Molecular Recognition of Cations and Anions

2008

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“…This 'on-off' switching effect sets the basis for a logic gate [21]. Basurto et al [22] have prepared a family of multi-functionalized Fc derivatives (e.g. 2b and 2c, Fig.…”

Section: Ferrocene-based Sensorsmentioning

confidence: 99%

Chromo- and Fluorogenic Organometallic Sensors

Fletcher

Lagunas

2009

Topics in Organometallic Chemistry

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Compounds that change their absorption and/or emission properties in the presence of a target ion or molecule have been studied for many years as the basis for optical sensing. Within this group of compounds, a variety of organometallic complexes have been proposed for the detection of a wide range of analytes such as cations (including H + ), anions, gases (e.g. O 2 , SO 2 , organic vapours), small organic molecules, and large biomolecules (e.g. proteins, DNA). This chapter focuses on work reported within the last few years in the area of organometallic sensors. Some of the most extensively studied systems incorporate metal moieties with intense long-lived metal-to-ligand charge transfer (MLCT) excited states as the reporter or indicator unit, such as fac-tricarbonyl Re(I) complexes, cyclometallated Ir(III) species, and diimine Ru(II) or Os(II) derivatives. Other commonly used organometallic sensors are based on Pt-alkynyls and ferrocene fragments. To these reporters, an appropriate recognition or analyte-binding unit is usually attached so that a detectable modification on the colour and/or the emission of the complex occurs upon binding of the analyte. Examples of recognition sites include macrocycles for the binding of cations, H-bonding units selective to specific anions, and DNA intercalating fragments. A different approach is used for the detection of some gases or vapours, where the sensor's response is associated with changes in the crystal packing of the complex on absorption of the gas, or to direct coordination of the analyte to the metal centre.

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“…[15][16][17][18] In certain systems, a naked eye detection of Cu 2+ is possible even at nanomole levels. [19][20][21][22][23][24][25][26] Conjugated polymers (CPs) have been selected for detection of Cu 2+ for their high uorescence quenching sensitivity caused by the ampli-cation effect originating from their efficient intramolecular energy and electron transfer-processes. [27][28][29][30][31] In comparison with a polymer, a small uorescent molecule has a better dened structure but lacks signal amplication as it usually contains only one uorogenic unit.…”

Section: Introductionmentioning

confidence: 99%

Highly sensitive salicylic fluorophore for visual detection of picomole amounts of Cu2+

et al. 2013

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Four new fluorophores containing multiple fluorogenic branches of phenylene-ethynylene and salicylic acid Cu 2+ binding sites are synthesized and evaluated as Cu 2+ sensors in aqueous media. The fluorophore, F4, having a triphenylamine core and three fluorogenic branches, possesses superior sensitivity, selectivity and emission properties for fluorescence quenching detection of Cu 2+ . This fluorophore exhibits the highest Cu 2+ quenching sensitivity in aqueous solution; K sv ¼ 5.79 Â 10 6 M À1 .The relatively high fluorescence emission of this fluorophore provides excellent visual contrast in a solid state paper-based sensor that enables naked eye detection of Cu 2+ at the picomole level.

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Colorimetric Detection of Cu[II] Cation and Acetate, Benzoate, and Cyanide Anions by Cooperative Receptor Binding in New α,α‘-Bis-substituted Donor−Acceptor Ferrocene Sensors

Cited by 53 publications

References 39 publications

Ferrocene‐Based Small Molecules for Multichannel Molecular Recognition of Cations and Anions

Ferrocene‐Based Small Molecules for Multichannel Molecular Recognition of Cations and Anions

Chromo- and Fluorogenic Organometallic Sensors

Highly sensitive salicylic fluorophore for visual detection of picomole amounts of Cu2+

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