One-pot synthesis of a red-fluorescent chemosensor from an azacrown, phloroglucinol and squaric acid: A simple in-solution construction of a functional molecular device

Oguz, Umut; Akkaya, Engin U.

doi:10.1016/s0040-4039(97)00916-7

Cited by 45 publications

(6 citation statements)

References 19 publications

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“…635 nm and ca. 665 nm, respectively (Scheme 4) [59]. The 1-Aza-18-crown-6 ionophore on SQS4 provided some preferential interactions with alkaline-earth metal ions over those of the alkaline ones, with Mg 2+ and Ba 2+ ions causing the largest decrease in the absorption and emission intensities of the sensor upon binding.…”

Section: Crown Ether-containing Squaraine Sensorsmentioning

confidence: 99%

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Squaraine-Based Optical Sensors: Designer Toolbox for Exploring Ionic and Molecular Recognitions

Dzyuba

2021

Chemosensors

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Small molecule-based chromogenic and fluorogenic probes play an indispensable role in many sensing applications. Ideal optical chemosensors should provide selectivity and sensitivity towards a variety of analytes. Synthetic accessibility and attractive photophysical properties have made squaraine dyes an enticing platform for the development of chemosensors. This review highlights the versatility of modular assemblies of squaraine-based chemosensors and chemodosimeters that take advantage of the availability of various structurally and functionally diverse recognition motifs, as well as utilizing additional recognition capabilities due to the unique structural features of the squaraine ring.

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Section: Crown Ether-containing Squaraine Sensorsmentioning

confidence: 99%

“…It is of interest to Scheme 4. One-pot synthesis of aza-crown-containing sensors SQS4 [59] and SQS5 [60].…”

Section: Crown Ether-containing Squaraine Sensorsmentioning

confidence: 99%

Squaraine-Based Optical Sensors: Designer Toolbox for Exploring Ionic and Molecular Recognitions

Dzyuba

2021

Chemosensors

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“…The observed fluorescence quenching is in line with a literature report of a crown-ether containing squaraine whose fluorescence was quenched in the presence of alkali and alkali earth metals. 17 In that report, the authors concluded that the metal ions caused fluorescence quenching through binding in the crown ether moieties, which disrupted the donor-acceptordonor nature of the squaraine chromophore. 18 Similarly, in this case we expect that the cesium cation binds strongly to diethanolamine, attenuating its strongly donating character and leading to highly efficient fluorescence quenching.…”

Section: Dalton Transactions Communicationmentioning

confidence: 99%

Sensitive and selective detection of cesium via fluorescence quenching

2013

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Herein we report a robust and easy method for detecting cesium metal ion (Cs + ) in partially aqueous solutions using the fluorescence quenching of 2,4-bis[4-(N,N-dihydroxyethylamino)phenyl]squaraine. This squaraine dye was found to be both highly sensitive (low limits of detection) and selective (limited response to other metals) for cesium ion detection. The detection is likely based on the metal complexing to the dihydroxyethanolamine moieties, which disrupts the donor-acceptor-donor architecture and leads to efficient quenching.

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“…A large number of squaraines have been used as probes for the detection of a variety of analytes. 39 However, selectivity and sensitivity in most of the cases are not very promising. This limitation has led to further studies on the design of squaraine based molecular probes for better selectivity and sensitivity.…”

Section: Molecular Probes For Cations and Anionsmentioning

confidence: 99%

Squaraine dyes: a mine of molecular materials

et al. 2008

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This feature article highlights the recent developments in the field of squaraine chemistry. Attempts have been made to address the relevance of squaraine dyes as a class of functional organic materials useful for electronic and photonic applications. Due to the synthetic access of a variety of squaraine dyes with structural variations and due to the strong absorption and emission properties which respond to the surrounding medium, these dyes have been receiving significant attention. Therefore, squaraine dyes have been extensively investigated in recent years, from both fundamental and technological viewpoints.

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One-pot synthesis of a red-fluorescent chemosensor from an azacrown, phloroglucinol and squaric acid: A simple in-solution construction of a functional molecular device

Cited by 45 publications

References 19 publications

Squaraine-Based Optical Sensors: Designer Toolbox for Exploring Ionic and Molecular Recognitions

Squaraine-Based Optical Sensors: Designer Toolbox for Exploring Ionic and Molecular Recognitions

Sensitive and selective detection of cesium via fluorescence quenching

Squaraine dyes: a mine of molecular materials

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